Ketone Reacted With Ketone Patents (Class 568/353)
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Patent number: 9035102Abstract: A process for preparing isophorone (3,5,5-trimethyl-2-cyclohexen-1-one) is provided wherein distillation vapors from the work-up of product fractions are recycled to earlier stages of operation of the process.Type: GrantFiled: August 8, 2014Date of Patent: May 19, 2015Assignee: Evonik Industries AGInventors: Joerg-Joachim Nitz, Stephan Kohlstruk, Robert Jansen, Matthias Orschel, Andreas Merkel, Michael Demming, Matthias Mendorf, Jens Doering, Axel Hengstermann, Andreas Hoff, Anja Mueller
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Publication number: 20150045585Abstract: A process for preparing isophorone (3,5,5-trimethyl-2-cyclohexen-1-one) is provided wherein distillation vapors from the work-up of product fractions are recycled to earlier stages of operation of the process.Type: ApplicationFiled: August 8, 2014Publication date: February 12, 2015Applicant: Evonik Industries AGInventors: Joerg-Joachim NITZ, Stephan KOHLSTRUK, Robert JANSEN, Matthias ORSCHEL, Andreas MERKEL, Michael DEMMING, Matthias MENDORF, Jens DOERING, Axel HENGSTERMANN, Andreas HOFF, Anja MUELLER
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Patent number: 8519192Abstract: The present invention discloses a process for producing 2-(cyclohex-1?-enyl)cyclohexanone by an auto-condensation of cyclohexanone at a certain temperature in the presence of a certain solid acidic catalyst.Type: GrantFiled: November 16, 2011Date of Patent: August 27, 2013Assignee: China Petrochemical Development CorporationInventors: Ying-Ling Ma, Chia-Hui Shen, Chien-Chu Chen
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Patent number: 7227044Abstract: The present invention relates to a cycloalkanone composition which contains cycloalkanone (1) in an amount of 70 wt % or more based on the composition, wherein the content of a dimer of a cycloalkanone represented by formula (2) is 0.055 or less in terms of weight ratio to the cycloalkanone (1), a process for producing the same, a process for producing a composition containing alkyl acetate (5) by using the cycloalkanone composition, and an alkyl acetate composition obtained by the process wherein n is an integer of 1 or 2, R1 and R2 each represent H, a C1 to C8 alkyl group etc., and R3 represents a C1 to C3 alkyl group.Type: GrantFiled: March 11, 2005Date of Patent: June 5, 2007Assignee: Kao CorporationInventor: Koji Mine
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Patent number: 6559343Abstract: Process for the preparation of 2,2,4,4-tetrasubstituted 1,3,5-cyclohexanetriones of the formula I, by reaction of a cyclobutane-1,3-dione of the formula II with an O or N nucleophile and a silylating reagent, and subsequent acetylation and cyclization.Type: GrantFiled: November 29, 2001Date of Patent: May 6, 2003Assignee: BASF AktiengesellschaftInventors: Roland Götz, Norbert Götz, Matthias Witschel, Michael Rack
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Patent number: 6433230Abstract: &agr;,&bgr;-Unsaturated keto compounds are prepared by base-catalyzed aldol condensation of aldehydes and/or ketones having from 1 to 15 carbon atoms, comprising: reacting the aldehydes and/or ketones with an aqueous catalyst solution under adiabatic reaction conditions; and separating the reaction mixture obtained by rapid distillation into a top product comprising water, aldehyde and/or ketone and a bottom product comprising &agr;,&bgr;-unsaturated keto compounds and aqueous catalyst phase.Type: GrantFiled: November 22, 2000Date of Patent: August 13, 2002Assignee: Oxeno Olefinchemie GmbHInventors: Wilfried Bueschken, Klaus-Diether Wiese, Guido Protzmann
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Patent number: 5352839Abstract: Isophorone is made by the aldol condensation of acetone followed by separate steps to remove acetone, mesityloxide, and beta isophorone. Variations include recycling of mesityloxide and/or beta isophorone.Type: GrantFiled: September 9, 1993Date of Patent: October 4, 1994Assignee: Aristech Chemical CorporationInventors: Michael C. Grebinoski, Donald Glassman, Carole L. Elias, Alain A. Schutz
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Patent number: 5243081Abstract: The present invention provides an aldol condensation dehydration catalyst, a process for preparing the same comprising reacting an aluminium salt with at least one magnesium compound selected from the group consisting of magnesium oxide and magnesium hydroxide to support thereon an aluminium compound and heating said supported product at a temperature in the range from 350.degree. to 700.degree. C., and a process for preparing an aldol condensation dehydrate by using the process.Type: GrantFiled: May 15, 1992Date of Patent: September 7, 1993Assignee: Sumitomo Chemical Company, LimitedInventors: Masaru Ishino, Masami Fukao, Kazuaki Sasaki, Gohfu Suzukamo, Masao Sasaki
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Patent number: 5055620Abstract: Basic mixed oxides useful for base catalyzed reactions such as the aldol condensation of acetone and also useful as catalyst supports are made by mixing an acid such as nitric acid or acetic acid with a pseudoboehmite to form a gel, adding magnesium oxide or hydroxide, in a ratio of magnesium to aluminum of about 1:1 to about 10:1, agitating and heating for about 1 to 24 hours, and subsequently drying and calcining. The resulting polymorphic magnesium-aluminum oxide composition is hightly effective in the aldol condensation of acetone to isophorone, and other base catalyzed reactions such as isomerization of olefins, aldol condensation of aldehydes.Type: GrantFiled: September 4, 1990Date of Patent: October 8, 1991Assignee: Aristech Chemical CorporationInventor: Alain A. Schutz
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Patent number: 5026919Abstract: Basic intermediate or large pore zeolites having a Constraint Index less than 12 are useful as catalysts in the dehydrogenation-aromatization of cyclie dienes, in the isomerization of olefins and in the aldol condensation, and particularly in the cyclization of acetonylacetone to 3-methyl-2-cyclopenten-1-one.Type: GrantFiled: December 20, 1985Date of Patent: June 25, 1991Assignee: Mobil Oil CorporationInventor: Ralph M. Dessau
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Patent number: 4877904Abstract: Novel odorant and/or flavoring substances are described. These are the compounds of the formula ##STR1## wherein: R.sup.1 represents methyl or ethyl,R.sup.2 represents hydrogen or methyl,the dotted line represents an optional carbon-carbon bond,n is 0 or 1, and,when n is O, R.sup.3 is hydrogen and R.sup.4 represents acetyl or propronyl, and,when n is 1, R.sup.3 represents methyl or ethyl and R.sup.4 represents hydrogen or methyl,with the exception of 1,4,4,7a-tetramethyl-3a,4,5,7a-tetrahydro-7(6H)-ind-1-enone.The compounds of formula I possess organoleptic properties which make them particularly suitable for use as odorant and/or flavoring substances.Type: GrantFiled: September 9, 1987Date of Patent: October 31, 1989Assignee: Givaudan CorporationInventor: Peter Naegeli
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Patent number: 4788342Abstract: 4,4,8,8,10-pentamethylbicyclo[4,4,0]-decene-(1,6)-one(2), is produced from the bottom product of the acetone condensation reaction collecting in the production of isophorone by fractionation. A ketone blend consisting essentially of C.sub.15 compounds where the main components are isomers [B] and [C] as shown in the general formulas: ##STR1## is isolated. This ketone blend is selectively hydrated in the presence of a noble metal catalyst at hydrogen pressures of 20 to 250 mbars and at temperatures between 25.degree. and 150.degree. C. The 4,4,8,8,10-pentamethylbicyclo[4,4,0]-decene-(1,6)-one(2) is obtained by rectifying the hydration output.Type: GrantFiled: August 14, 1987Date of Patent: November 29, 1988Assignee: Huls AktiengesellschaftInventor: Wilfried Buschken
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Patent number: 4701562Abstract: Aldehydes can be condensed with ketones or aldehydes to produce higher aldehydes or ketones by contacting the materials to be condensed with a nonzeolitic molecular sieve. The condensation may be carried out in the presence of hydrogen to give as product a saturated aldehyde or ketone. The ketone and/or aldehyde may be generated in situ by dehydrogenation of an alcohol, and the hydrogen thus liberated used to effect hydrogenation of the immediate unsaturated product of the condensation, thereby producing as the final product a saturated aldehyde or ketone. The non-zeolitic molecular sieves can achieve improved conversion rates and selectivities as compared with conventional catalysts for the reaction.Type: GrantFiled: June 25, 1986Date of Patent: October 20, 1987Assignee: Union Carbide CorporationInventor: Kurt D. Olson
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Patent number: 4668828Abstract: A method for oligomerization of a group of prostaglandin analogs such as Ethyl Analog 3-(trans-3-keto-1-pentenyl)-2-ethyl-2-cyclopentenone into a biologically active exhibiting protection of oxidative phosphorylation of degenerated mitochondria and sodium bicarbonate soluble oligomeric mixtures is described. The Ethyl Analog is treated with ethanolic potassium hydroxide solution with exposure to atmospheric oxygen at moderate conditions of temperature, time and concentration.Type: GrantFiled: May 6, 1983Date of Patent: May 26, 1987Assignee: The United States of America as represented by the Secretary of the NavyInventor: George L. Nelson
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Patent number: 4663486Abstract: A method for oligomerization of a group of prostaglandin analogs such as Ethyl Analog 3-(trans-3-keto-1-pentenyl)-2-ethyl-2-cyclopentenone into a biologically active exhibiting protection of oxidative phosphorylation of degenerated mitochondria and sodium bicarbonate insoluble oligomeric mixtures is described. The Ethyl Analog is treated with ethanolic potassium hydroxide solution in an oxygen-free atomsphere at moderate conditions of temperature, time and concentration.Type: GrantFiled: May 6, 1983Date of Patent: May 5, 1987Assignee: The United States of America as represented by the Secretary of the NavyInventor: George L. Nelson
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Patent number: 4570021Abstract: Disclosed is a method for the preparation of ketones by a catalytic vapor phase reaction of using reactants such as ketones with carboxylic acids and/or carboxylic acid precursors. An example of such a reaction is that of acetone with pivalic acid over a ceria-alumina catalyst at a temperature of nearly 470.degree. C. to produce pinacolone.Type: GrantFiled: March 25, 1985Date of Patent: February 11, 1986Assignee: SDS Biotech CorporationInventors: Richard L. Cryberg, Russell M. Bimber
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Patent number: 4535187Abstract: The aldol condensation of acetone to isophorone and mesityl oxides in high conversions and efficiencies is achieved by a catalyst comprising a calcined calcium salt deposited on an alumina support.Type: GrantFiled: December 21, 1983Date of Patent: August 13, 1985Assignee: Union Carbide CorporationInventors: Anthony J. Papa, Steven W. Kaiser
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Patent number: 4476324Abstract: Heat treated anionic clay mineral is an improved catalyst for the conversion of acetone to mesityl oxide and isophorone as well as for the aldol condensation of other carbonyl-containing compounds.Type: GrantFiled: June 2, 1982Date of Patent: October 9, 1984Assignee: Union Carbide CorporationInventor: Walter T. Reichle
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Patent number: 4463194Abstract: A process for making piperitone from crude plinols involving hydrogenating the crude plinols to form dihydroplinols and dehydrating the dihydroplinols to yield an iridene. The iridene is then oxidatively cleaved at the unsaturation to form an acyclic dione. The dione is cyclized in the presence of a base to form piperitone.Type: GrantFiled: November 29, 1982Date of Patent: July 31, 1984Assignee: SCM CorporationInventor: Tse-Lok Ho
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Patent number: 4449008Abstract: Described is the genus of compounds defined according to the structure: ##STR1## wherein one of the dashed lines represents a carbon-carbon double bond and the other of the dashed lines represents a carbon-carbon single bond; wherein R.sub.4 represents methyl or ethyl; wherein one of R.sub.1, R.sub.2 and R.sub.3 represents 2-methyl-1-propenyl or 2-methyl-1-propylidenyl; and the other of R.sub.1, R.sub.2 and R.sub.3 represent hydrogen; with the provisos that:(i) when the dashed line at the 3-4 position is a double bond, then R.sub.3 is hydrogen or 2-methyl-1-propenyl;(ii) when the dashed line at the 2-3 position is a double bond, then R.sub.2 is hydrogen or 2-methyl-1-propenyl;(iii) when R.sub.4 is ethyl, then R.sub.2 is methyl and the double bond is at the 2-3 position; and(iv) when R.sub.4 is methyl, then R.sub.2 is hydrogen; 2-methyl-1-propenyl or 2-methyl-1-propylidenyl;with the members of said genus being novel compounds when R.sub.4 is ethyl or when R.sub.Type: GrantFiled: May 5, 1983Date of Patent: May 15, 1984Assignee: International Flavors & Fragrances Inc.Inventors: Philip T. Klemarczyk, Lambert Dekker, Jacob Kiwala
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Patent number: 4413145Abstract: Process for the synthesis of the 3-keto-cyclopentene-5-oxy derivatives (rethrolones) having the general formula: ##STR1## wherein: R.sub.1 is hydrogen, saturated or unsaturated C.sub.1 -C.sub.10 alkyl.R.sub.2 is saturated or unsaturated C.sub.1 -C.sub.10 alkyl.R.sub.3 is hydrogen or benzoyl characterized as having insecticide activity.The process comprises as a basic operation the photoisomerization of a transenedicarbonylic intermediate to the corresponding cis form and then its cyclization to a rethrolone.Type: GrantFiled: July 28, 1981Date of Patent: November 1, 1983Assignee: Consiglio Nazionale Delle RicercheInventors: Giovanni Piancatelli, Arrigo Scettri, D'Auria Maurizio
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Patent number: 4201717Abstract: 14.beta.-Hydroxyandrostanes and processes for the preparation thereof in which the 14.beta.-hydroxy group is fabricated internally by means of a novel cyclization of 8,14-seco-4,6,9(11)-androstatrien-3,14,17-triones is disclosed.The 14.beta.-hydroxyandrostanes are useful as precursors for the synthesis of cardenolides and related products.Type: GrantFiled: October 12, 1978Date of Patent: May 6, 1980Assignee: Hoffmann-La Roche Inc.Inventor: Zdenek Valenta