Abstract: The present disclosure is directed to the production of 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate and the purification thereof. Synthesis pathways for a precursor to 5-tert-butyl-3-methyl-1,2-phenylene dibenzoate are provided. The precursor is 5-tert-butyl-3-methylcatechol.

Abstract: The present invention is directed to the use of (a composition comprising) hydroxytyrosol as anti-aging agent. The composition, to which the present invention is also directed, does essentially not comprise resveratrol and is administered orally to animals. The present invention is further directed to anti-aging methods. “Anti-aging” meaning in the context of the present invention: retarding the aging processes in said animals, improving age-related physiological deficits in said animals and/or promoting a healthy aging in said animals.

Abstract: According to the present invention, two hydroxyl groups can be introduced into the 1-position and the 4-position of the benzene ring of an aromatic compound highly efficiently and highly selectively by a one step process to give the corresponding aromatic hydroxide. The present invention provides a production method of an aromatic hydroxide represented by the formula (2) wherein R1, R2, R3, and, R4 are each independently a hydrogen atom or an alkyl group having a carbon atom number of 1-20, and R1, R2 and/or R3 and R4 are optionally bonded to each other to form a ring, which comprises irradiating light to a photoelectrode comprised of metal oxide while applying a given potential in the presence of an aromatic compound represented by the formula (1) wherein R1, R2, R3, and R4 are as defined above.

Abstract: The invention relates to the use of hydroxytyrosol for inducing or enhancing cartilage repair or cartilage regeneration. Furthermore, the invention relates to nutraceutical and pharmaceutical compositions comprising hydroxytyrosol for regeneration and repair of cartilage injuries in joints, in particular of traumatic cartilage injuries.

Abstract: A skin agent for external use and a cosmetic agent are provided, by transdermal administration of which expected actions and effects of ubiquinone derivatives, salts thereof, ubiquinones and ubiquinols are effectively obtained. The skin agent for external use includes a ubiquinone derivative or a salt thereof as an active ingredient. The ubiquinone derivative is represented by the formula (1): wherein R1 and R2 are each a hydrogen atom or a phosphoric group, at least one of R1 and R2 is a phosphoric group, and n is an integer in the range of 1 to 9.

Abstract: Hydroquinone devoid of impurities is prepared from a crude hydroquinone essentially containing hydroquinone and small amounts of impurities including at least resorcinol, pyrogallol and traces of pyrocatechol and comprises at least the following steps: dissolving the crude hydroquinone in water, crystallizing the hydroquinone, separating the purified hydroquinone, and, optionally, drying the purified hydroquinone.

Abstract: The present invention provides an improved bonding system including an adhesion promoter that may be used to help adhesively bond two or more components together. The preferred use of the present adhesion promoter is in a transportation vehicle (e.g., automobile), and more particularly in an engine assembly for use in such vehicles. The present invention includes a bonded automobile engine assembly including at least one plastic component, an adhesive that bonds the plastic component to at least one separate component, and an adhesion promoter between the adhesive and the plastic component. Fasteners for attaching components are optionally employed. In one specific example, an intake manifold including a plastic component is bonded to an engine assembly.

Abstract: Novel hydroquinone flakes are prepared from a powder thereof, by, if necessary, melting the hydroquinone powder, depositing the hydroquinone in the liquid state as a film on a support made of a material or coated with a material which conducts heat, solidifying the hydroquinone by adjusting the support to an appropriate temperature, and recovering the solidified product in the form of flakes.

Abstract: According to the present invention, two hydroxyl groups can be introduced into the 1-position and the 4-position of the benzene ring of an aromatic compound highly efficiently and highly selectively by a one step process to give the corresponding aromatic hydroxide. The present invention provides a production method of an aromatic hydroxide represented by the formula (2) wherein R1, R2, R3, and, R4 are each independently a hydrogen atom or an alkyl group having a carbon atom number of 1-20, and R1, R2 and/or R3 and R4 are optionally bonded to each other to form a ring, which comprises irradiating light to a photoelectrode comprised of metal oxide while applying a given potential in the presence of an aromatic compound represented by the formula (1) wherein R1, R2, R3, and R4 are as defined above.

Abstract: Purified hydroquinone is prepared and formed from raw compounds essentially containing hydroquinone associated with very small quantities of impurities including resorcinol and pyrogallol, and includes a distillation purification step in which the resorcinol and pyrogallol are eliminated, directly followed by a step in which the purified hydroquinone is formed.

Abstract: A process for the production of a color-stable composition containing cardanol and cardol including (a) subjecting crude, cashew nutshell liquid to distillation to obtain a distillate: (b) reacting the distillate with boric acid to obtain a reaction mixture; and (c) subjecting the reaction mixture to distillation is provided. A method for the production of color-stable phenalkamines including (a) subjecting crude, cashew nutshell liquid to distillation to obtain a distillate; (b) reacting the distillate with boric acid to obtain a reaction mixture; (c) subjecting the reaction mixture to distillation to obtain a main fraction; and (d) reacting the main fraction with an aliphatic amine and formaldehyde to form a color-stable phenalkamine is also provided.

Abstract: A process for the production of an alcohol compound represented by the formula (3): wherein X1, X2, X3, X4, Z, R and n are as defined below, comprising reacting a phenol represented by the formula (1): wherein X1, X2, X3 and X4 independently represent a hydrogen atom, a halogen atom or an alkyl group having 1 to 3 carbon atoms; Z represents an oxygen atom or a sulfur atom; and R represents a halogen-substituted alkenyl group, with a haloalcohol represented by the formula (2): wherein Y represents a chlorine atom or a bromine atom; and n represents an integer of 2 or 3, in a biphase system composed of a water-immiscible organic solvent and an aqueous alkali metal hydroxide solution in the presence of a phase-transfer catalyst.

Abstract: This invention relates to relates to methods for producing gossypol acetic acid co-crystals and (?)-gossypol acetic acid co-crystals. The invention also relates to pharmaceutical compositions comprising gossypol acetic acid co-crystals and (?)-gossypol acetic acid co-crystals and the use of gossypol acetic acid co-crystals and (?)-gossypol acetic acid co-crystals for inducing apoptosis in cells and for sensitizing cells to the induction of apoptotic cell death.

Abstract: The present invention provides a convenient and efficient process for the synthesis of d2-benzo[d][1,3]dioxoles.

Abstract: A pharmaceutical composition including a salt of rhodizonic acid, an OH anion-generating base, a non-toxic acid, a quinone, a salt-containing sulfite, catechol and, optionally, an acetogenin. The formulation demonstrates positive effects against cancer, autoimmune disease, viruses and provides antioxidant protection against peroxyl, hydroxyl and super oxide radicals.

Abstract: A promoter for a polycondensation reaction used together with a catalyst in a polycondensation reaction, the promoter for a polycondensation reaction comprising a pyrogallol compound having a benzene ring of which three hydrogen atoms adjacent to each other are substituted by hydroxyl groups; and a polycondensation resin obtained by polycondensing raw material monomers using the promoter as defined above and the catalyst. A polycondensation resin can be produced using the promoter of the present invention together with a catalyst in a polycondensation reaction, and the polycondensation resin can be used in various applications including, for example, films, sheets, fibers, toner materials for electrophotography, and the like.

Abstract: New 4-substituted resorcinol derivatives of general formula I and/or B and process for synthesizing same, cosmetic compositions and methods of using same, particularly for skin lightening: Wherein X1 and/or X2 represents hydrogen (H), linear or branched, saturated or unsaturated C1-C12 alkyl, alkenyl, or acyl groups. Preferably, X1 and/or X2 represents hydrogen (H); linear or branched, saturated or unsaturated C1-C12 alkyl or acyl groups; R1 represents hydrogen (H), linear or branched, cyclic or acyclic, saturated or unsaturated C1-C12 alkyl, alkenyl, cycloalkyl, or cycloalkenyl group. Preferably, R1 represents hydrogen (H) or a C1 alkyl group (i.e, methyl group). More preferably, R1 represents hydrogen; n represents 0, 1. When n=0, the ring is a cyclopentyl with or without one heteroatom from O, N or S and/or with or without one double bond.

Abstract: Disclosed are synthetic cannabinoids, namely resorcinol derivatives, which reduce blood pressure without having psychotropic effects. Pharmaceutical compositions for the treatment of high blood pressure related conditions, as well as methods of treating the same utilizing as active agent the compounds of the invention are also disclosed herein. Preferred active compounds are those which bear a long side chain on the C5 position and a terpenoid chain on the C2 position.

Abstract: A modified alkylresorcinol resin is prepared by reacting one or more alkylresorcinols with one or more aldehydes and optionally an olefinically unsaturated compound. The reaction may be carried out in the presence of a catalyst. The resulted modified alkylresorcinol resin can be used as a methylene acceptor that reacts with methylene donors in vulcanizable rubber compositions.

Abstract: The compound represented by the following formula (1): wherein A, B, R1, R2, R3 and Z are as defined in the specification is analogous to shogaol and gingerol useful in the fields of foods, medicines, quasi-drugs, cosmetics, etc., and more highly active in tyrosinase activity inhibition, etc. than shogaol and gingerol.

Abstract: We describe a process for the preparation of polyurethane polyol from CARDANOL 3-(8pentadecenyl)phenol, derived from cashew nut shell liquid (CNSL), a renewable resource material. The polyol is made by oxidation with peroxy acid generated in situ to give epoxidised CARDANOL 3-(8-pentadecenyl)phenol and the epoxy derivative is converted to the polyol in the presence of the organic acid. The cardanol-based polyol may be reacted with isocyanate to form polyurethane. Alternatively blowing agents are included with the cardanol-based polyol before it is reacted with the isocyanate. These polyols are especially suitable for making rigid foams of very low density and high compressive strength.

Abstract: A process for the preparation of hydroquinone compounds comprising, reacting an aromatic hydroxy compound with an oxidizing agent in a biphasic solvent system. The reaction is carried out in the presence of a transition metal hydroxy phosphate catalyst to produce the corresponding hydroquinone compound.

Abstract: Disclosed is a method for preparing an alkali metal salt of a hydroxy-substituted hydrocarbon which comprises the steps of (i) contacting in solvent media at least one hydroxy-substituted hydrocarbon with a base comprising an alkali metal cation; and (ii) devolatilizing the solvent media comprising alkali metal salt by adding or spraying the solvent media into a substantially water-immiscible organic solvent, said solvent being at a temperature greater than the boiling point of solvent media at the prevailing pressure. In one embodiment the solvent media comprises water, and optionally at least one water-soluble protic organic solvent.

Abstract: The present invention relates to a process for the conversion of phenol to hydroquinone and quinones. More particularly this invention relates to a process for the oxidation of phenol to a mixture of 1,4-benzoquinone and hydroquinone using an oxidant in the presence of titanium superoxide as a reusable catalyst in a liquid phase condition.

Abstract: The present invention relates to a method for obtaining purified hydroxytyrosol from products and by-products derived from the olive tree by means of two-step chromatographic treatment. The invention uses a non-activated ion exchange resin chromatographic method, followed by a second treatment on an XAD-type absorbent non-ionic resin which concentrates and completely purifies the hydroxytyrosol by means of elution with a methanol or ethanol:water dissolution (from 30 to 33%). The method of the invention can also be applied to two-phase pomaces, three-phase pomaces and stones if they are subjected to a steam explosion process.

Abstract: A method and installation for separating and purifying a crude mixture containing hydroquinone, resorcinol and possibly tars and/or catechol, comprising the following steps: —a possible distillation stage (I) in order to obtain a catechol head, —the foot (I) or crude mixture undergoes distillation (II) in order to obtain a fraction that is rich in resorcinol, —the foot of (II) undergoes distillation (III) in order to obtain a fraction that is rich in hydroquinone, whereupon said rich fractions are refined (IV or V). Preferably, one or several stages in which tar is removed (I,I?) precede stage (I) or (II).

Abstract: A bioengineered synthesis scheme for the production of 1,2,3,4-tetrahydroxybenzene from a carbon source is provided. Methods of producing 1,2,3,4-tetrahydroxybenzene acid from a carbon source based on the synthesis scheme are also provided. Methods are also provided for converting 1,2,3,4-tetrahydroxybenzene to 1,2,3-trihydroxybenzene by catalytic hydrogenation.

Abstract: A process for producing a 3,5-bisalkylphenol (2) according to the following reaction scheme: (wherein R1 represents a hydrogen atom, an alkali metal atom, an alkaline earth metal atom, or a hydroxyl-protecting group (other than methyl group); R2 represents a C1 to C5 lower alkyl group or an optionally substituted phenyl group; and each of R3 and R4, which may be identical to or different from each other, represents a lower alkyl group, an aralkyl group, or an aryl group); a carbinol compound (1); and a process for producing the carbinol compound. The production process of the present invention enables efficient and safe production of a variety of 3,5-bisalkylphenols including 3,5-diisopropylphenol, which are important as synthesis intermediates for drugs and agricultural chemicals, in shorter steps at high purity in high yield, thus contributing to consistent supply of drugs and agricultural chemicals.

Abstract: Antimicrobially active 4-methyl-4-aryl-2-pentanols of the Formula 1 below, methods for the preparation of these compounds and their use as antimicrobial active compounds are described.

Abstract: Disclosed are a method of producing p-hydroxyphenylalkanol of formula(I): wherein R1 and R2 independently represent hydrogen, an alkyl or a phenyl which may be substituted with an alkyl, or the like, R3, R4, R5, R6 and R7 independently represent hydrogen, an alkyl or the like and n denotes an integer from 0 to 7, the method being characterized in that a phenol compound of formula (II): wherein R1 and R2 respectively represent the aforementioned meaning, is reacted with an unsaturated alcohol of formula (III): R3R4C═C(R5)—C(R6)(R7)—(CH2)n—OH  (III) wherein R3, R4, R5, R6, R7 and n respectively represent the same as defined above, in the presence of (A) at least one compound selected from the group consisting of alkali metals, alkali metal compounds, alkaline earth metals and alkaline earth metal compounds and (B) at least one compound selected from the group consisting of transition metals and transition metal compounds, and the like.

Abstract: The invention provides a process for producing a 3,5-bisalkylphenol (2) according to the following reaction scheme: 1

Abstract: A highly pure hydroquinone dietser derivative can be produced from the reaction product of ketoisophorone with an acylating agent in a high yield by a simple and easy operation. In the presence of an acid catalyst, a cyclohex-2-ene-1,4-dione derivative shown by the following formula (3) was allowed to react with an acylating agent (e.g., acetic anhydride), and the reaction product was purified by crystallization to obtain a hydroquinone diester derivative shown by the following formula (1). The compound (1) contains about 0 to 4% by weight of a catechol diester derivative represented by the following formula (2), being highly pure. As a solvent for crystallization, a mixed solvent of an organic carboxylic acid (e.g., acetic acid) corresponding to the acylating agent and water may be used. In the formulae, R1 and R2 each represents an alkyl group, a cycloalkyl group, an aryl group or a heterocyclic group.

Abstract: An inexpensive method for producing trimethylhydroquinone free from the problem of the disposal of waste catalyst, which method comprises the steps of: (1) reacting isophorone in the presence of an acid catalyst and recovering &bgr;-isophorone by distiiulation, (2) oxidizing the &bgr;-isophorone in the presence of amorphous carbon and a base to obtain 4-oxoisophorone, (3) reacting the 4-oxoisophorone with an acid anhydride in a liquid phase or with a carboxylic acid in a vapor phase in the presence of a solid acid catalyst to obtain trimethylhydroquinones, and (4) hydrolyzing the trimethylhydroquinones to obtaining trimethylhydroquinone.

Abstract: The invention relates to an improved process for the production of 2,3,5-trimethylhydroquinone diesters by rearrangement of 2,6,6-trimethyl-2-cyclohexene-1,4-dione (4-oxoisophorone, ketoisophorone) in the presence of a dissolved, acidic catalyst and an acylating agent, such as for example carboxylic anhydrides or carboxylic acid halides. The 2,3,5-trimethylhydroquinone diester can optionally then be saponified to give free 2,3,5-trimethylhydroquinone (TMHQ), which is a valuable building block in the synthesis of vitamin E.

Abstract: An inexpensive method for producing trimethylhydroquinone free from the problem of the disposal of waste catalyst, which method comprises the steps of: (1) reacting isophorone in the presence of an acid catalyst and recovering &bgr;-isophorone by distillation, (2) oxidizing the &bgr;-isophorone in the presence of amorphous carbon and a base to obtain 4-oxoisophorone, (3) reacting the 4-oxoisophorone with an acid anhydride in a liquid phase or with a carboxylic acid in a vapor phase in the presence of a solid acid catalyst to obtain trimethylhydroquinones, and (4) hydrolyzing the trimethylhydroquinones to obtaining trimethylhydroquinone.

Abstract: A process for producing a hydroxyaromatic compound by oxidizing an alkyl group-substituted aromatic hydrocarbon to a hydroperoxyaromatic compound and decomposing the hydroperoxyaromatic compound to the hydroxyaromatic compound in which the step of neutralizing the reaction mixture containing the hydroxyaromatic compound with an aqueous alkali solution is conducted so that an aqueous layer, which is obtained by mixing an oil layer of the neutralized mixture and deionized water in a volume ratio of the oil layer to the deionized water of 2:1 to obtain an oil/water mixture and allowing the oil/water mixture to stand still, may have a pH falling within the range of from 4.5 to 5.5, improves the yield of the hydroxyaromatic compound product while suppressing by-production of heavy substances.

Abstract: There are provided:

Abstract: An inexpensive method for producing trimethylhydroquinone free from the problem of the disposal of waste catalyst, which method comprises the steps of: (1) reacting isophorone in the presence of an acid catalyst and recovering &bgr;-isophorone by distillation, (2) oxidizing the &bgr;-isophorone in the presence of amorphous carbon and a base to obtain 4-oxoisophorone, (3) reacting the 4-oxoisophorone with an acid anhydride in a liquid phase or with a carboxylic acid in a vapor phase in the presence of a solid acid catalyst to obtain trimethylhydroquinones, and (4) hydrolyzing the trimethylhydroquinones to obtaining trimethylhydroquinone.

Abstract: This method provides trimethylhydroquinone diester by using a recyclable catalyst which shows high activity and operability in the reaction, while reducing the risk of corrosion of the reactor. The method for the production of 2,5,6-trimethylhydroquinone diester comprises reacting 2,6,6-trimethylcyclohexe-2-en-1,4-dione with an acylating agent in the presence of a solid catalyst. The acylating agent includes a C.sub.2-4 carboxylic acid anhydride (e.g. acetic anhydride) and a C.sub.2-4 carboxylic acid halide (e.g. acetyl chloride). The solid catalyst includes a solid acid catalyst (e.g. strongly or super-strongly acidic ion exchange resin, compound oxide, zeolite, heteropoly acid).

Abstract: The present invention relates to a process for the preparation of benzophenone derivatives and comprises a selective crystallization of alkali salts of compounds of formula (I) ##STR1## wherein R.sup.1 is lower-alkyl and R.sup.2 is hydrogen, lower-alkyl or halogen,from the isomeric alkali salts of the 3-hydroxy compounds of formula (II), ##STR2## wherein R.sup.1 and R.sup.2 are as defined above.

Abstract: Process for making water-soluble hydroquinone salts by reacting an aqueous liquid solution of (a) a formamidinesulfinic acid and (b) an alkali metal or quaternary ammonium hydroxide in which is dispersed a (c) quinone and water-soluble hydroquinone salts made thereby.

Abstract: The individual enantiomers of the compounds (Ia), (Ib), (IIa) or (IIb), optionally substituted by non-interfering substituent(s). The novel enantiomers can be obtained by biotransformation. The (Ia) or (IIa) compounds can be used for the synthesis of chiral carbocyclic nucleosides.

Abstract: Novel pharmaceutically/cosmetically-active aromatic polyenic compounds have the structural formula (I): ##STR1## and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular, bone and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.

Abstract: Protocatechualdehyde is prepared by the steps of reacting piperonyl dichloride with molecular chlorine in the presence of phosphorus trichloride, phosphorus pentachloride or sulfuryl chloride to prepare dichloropiperonylidene dichloride and hydrolyzing the dichloropiperonylidene dichloride. The piperonyl dichloride can be prepared by the reaction of piperonal with thionyl chloride in the presence of dimethylformamide.

Abstract: Phenols, and related aromatic compounds, phenolic ethers, can be hydroxylated selectively using hydrogen peroxide in the presence of an amorphous or crystalline tin or cerium phosphate catalyst in a solvent containing an aliphatic carboxylic acid. The process is particularly suitable for phenol itself, and advantageously employs a catalyst obtained by heating an hydrated amorphous or crystalline tin or cerium phosphate for example at about 100.degree. C. A convenient hydroxylation temperature is in the range of 50.degree. to 90.degree. C., and a convenient solvent is acetic acid.

Abstract: The novel compounds of the formula I ##STR1## in which n is an integer from the range from 4 to 8 and m is an integer from the range from 1 to 4,A is the aliphatic, aromatic, araliphatic or heterocyclic radical of a monobasic to tetrabasic carboxylic acid, andR.sup.1 and R.sup.1', independently of one another, are C.sub.1 -C.sub.24 alkyl or C.sub.5 -C.sub.8 cycloalkyl, are suitable for stabilizing organic material against thermal, oxidative or actinic degradation.

Abstract: Organic compounds are selectively oxidized by means of a particularly advantageous process, using elemental oxygen and a catalyst containing palladium and copper and carrying out the process in the presence of carbon monoxide.

Abstract: The present invention provides a unique and novel way of producing vinyl phenols such as p-vinyl phenol (4-hydroxystyrene--HSM). In this new process, p-.alpha.-aminoethylphenol (AEP) is heated under suitable deamination conditions of temperature and pressure and for a sufficient period of time to form the 4-hydroxystyrene (HSM).

Abstract: The present invention relates to a method of cleaving arylethers such as arylethers represented by the formula: ##STR1## wherein R is hydrogen, C.sub.1 -C.sub.6 alkyl, cycloalkyl, phenyl, substituted phenyl or CH.dbd.CH.sub.2 ; each A is independently NO.sub.2, hydroxy, halo, or methoxy; n is an integer from 0 to 5; and x is 1 or 2, comprising contacting the arylether with an amide hydrohalide salt under conditions sufficient to cleave the ether group(s) of the arylether and form a phenol or substituted phenol. The present invention also relates to a method of preparing 4,6-diaminoresorcinol, which is a monomer used for making polybenzoxazoles (PBO).

Abstract: Novel pharmaceutically/cosmetically-active aromatic polyenic compounds have the structural formula (I): and are useful for the treatment of a wide variety of disease states, whether human or veterinary, for example dermatological, rheumatic, respiratory, cardiovascular, bone and ophthalmological disorders, as well as for the treatment of mammalian skin and hair conditions/disorders.