Oxy Or -coo- Containing Reactant Patents (Class 568/460)
  • Publication number: 20130190518
    Abstract: The present invention relates to a process for preparing a terpenoid derivative, the process comprising a metathesis of an olefin and a terpenoid, and to terpenoid derivatives prepared with said process.
    Type: Application
    Filed: July 11, 2011
    Publication date: July 25, 2013
    Applicant: Ecole Nationale Superieure de Chimie de Rennes
    Inventors: Marc Mauduit, Frédéric Caijo, Christophe Crévisy
  • Patent number: 8455698
    Abstract: The invention relates to a method for producing a mixture containing hydroxy- and aldehyde functional compounds by a cross-metathesis reaction of at least one at least monounsaturated fatty acid or at least one at least monounsaturated fatty acid derivative with an olefinic compound having at least one hydroxy group and at least one C—C double bond, in the presence of a metathesis catalyst at a maximum temperature of 180° C.
    Type: Grant
    Filed: December 30, 2009
    Date of Patent: June 4, 2013
    Assignee: Evonik Degussa GmbH
    Inventors: Michael A. R. Meier, Anastasiya Rybak, Dominik Geisker
  • Patent number: 8394996
    Abstract: The invention relates to a method for producing aldehyde functional compounds by a cross-metathesis reaction of an olefinic compound having at least one hydroxy group and at least one C—C double bond with at least one at least monounsaturated fatty acid or at least one at least monounsaturated fatty acid derivative, in the presence of a metathesis catalyst at a maximum temperature of 180° C. and in the presence of at least one reagent that acts as a protective group-forming compound in relation to the aldehyde group of the aldehyde functional compounds.
    Type: Grant
    Filed: January 12, 2010
    Date of Patent: March 12, 2013
    Assignee: Evonik Degussa GmbH
    Inventors: Michael A. R. Meier, Anastasiya Rybak, Dominik Geisker, Peter Hannen, Martin Roos
  • Publication number: 20120142972
    Abstract: One or more embodiments of the invention are directed to the synthetic methods for making lepidopteran pheromones including navel orangeworm pheromones. The synthetic methods involve novel, efficient, and environmentally benign steps and procedures.
    Type: Application
    Filed: February 13, 2012
    Publication date: June 7, 2012
    Inventors: Andrew Thompson, Xiongzhi Zhang, Lonnie Robarge
  • Patent number: 7271296
    Abstract: The invention relates to a process for preparing phytofluene of the formula I, where a) a phosphonium salt of the formula II is condensed with an aldehyde of the formula III in a Wittig reaction to give an acetal of the formula IV b) the condensation product of the formula IV is subjected to an acid-catalyzed acetal hydrolysis to give the aldehyde of the formula V c) and V is condensed in a further Wittig reaction with a phosphonium salt of the formula VI to give phytofluene where the radicals R1, R2 and R7, and X? and Y? have the meaning sated in the description.
    Type: Grant
    Filed: October 15, 2004
    Date of Patent: September 18, 2007
    Assignee: BASF Aktiengesellschaft
    Inventors: Hansgeorg Ernst, Klaus Henrich
  • Patent number: 7247755
    Abstract: The present invention provides a process for producing an ?,?-bis(hydroxymethyl)alkanal represented by Formula (II): (wherein R represents an alkyl group, a cycloalkyl group, or an aryl group) which comprises reacting an aldehyde represented by Formula (I): R—CH2—CHO ??(I) (wherein R has the same meaning as defined above) with formaldehyde in the presence of a basic catalyst and a phase-transfer catalyst.
    Type: Grant
    Filed: July 22, 2004
    Date of Patent: July 24, 2007
    Assignee: Kyowa Hakko Chemical Co., Ltd.
    Inventors: Shinichi Konishi, Shingo Nakayama, Yukihiro Isogai, Tokuyuki Yoshimoto
  • Patent number: 7045641
    Abstract: A process for preparing compounds of the formula I is described and entails converting a compound of the formula II by Wittig or Wittig-Horner reaction into a compound of the formula IV, where appropriate converting the compound of the formula IV by hydrolysis of the acetal function and Wittig or Wittig-Horner reaction into a compound of the formula VI and converting the compound of the formula IV or VI in two stages into the compound of the formula I. The radicals R1, R2 and R6 and k have the meaning indicated in the description. Novel intermediates are also described.
    Type: Grant
    Filed: January 6, 2003
    Date of Patent: May 16, 2006
    Assignee: BASF Aktiengesellschaft
    Inventors: Hansgeorg Ernst, Klaus Henrich
  • Patent number: 6703527
    Abstract: Allyl alcohols are converted into corresponding aldehydes or ketones in a high yield under a mild condition by using an inexpensive aluminum alkoxide as an Oppenauer oxidation catalyst and a hydride acceptor. Thus, there is provided an industrially useful method for converting allyl alcohols to corresponding aldehydes or ketones.
    Type: Grant
    Filed: May 21, 2002
    Date of Patent: March 9, 2004
    Assignee: Nikken Chemicals Co., Ltd.
    Inventors: Shin Tanikawa, Sou Matsubayashi, Michika Tanikawa, Toshiya Komatsu
  • Patent number: 6610892
    Abstract: The invention relates to a process for preparing 2,7-dimethyl-2,4,6-octatrienal monoacetals of the general formula I which comprises a) condensing an ester phosphonium salt of the general formula II or an ester phosphonate of the general formula III with an aldehyde of the formula IV in a Wittig or Wittig-Horner reaction to give an acetal ester of the general formula V b) reducing the ester of the formula V to give an acetal alcohol of the general formula VI and c) oxidizing the alcohol to 2,7-dimethyl-2,4,6-octatrienal monoacetals of the general formula I, where the substituents have the meaning defined in the description.
    Type: Grant
    Filed: March 12, 2002
    Date of Patent: August 26, 2003
    Assignee: BASF Aktiengesellschaft
    Inventors: Hansgeorg Ernst, Klaus Henrich
  • Publication number: 20020128519
    Abstract: The invention relates to a process for preparing 2,7-dimethyl-2,4,6-octatrienal monoacetals of the general formula I 1
    Type: Application
    Filed: March 12, 2002
    Publication date: September 12, 2002
    Inventors: Hansgeorg Ernst, Klaus Henrich
  • Patent number: 6175044
    Abstract: 3,7-Dimethyl-2,6-octadien-1-al of formula I is prepared continuously by: thermally cleaving, in the presence or absence of an acid catalyst, 3-methyl-2-buten-1-al diprenyl acetal of formula II: thereby eliminating 3-methyl-2-buten-1-ol of formula III and yielding cis/trans-prenyl 3-methylbutadienyl ether of formula IV: thermally rearranging the resultant butadienyl ether of formula IV thereby yielding 2,4,4-trimethyl-3-formyl-1,5-hexadiene of formula V: subsequently rearranging intermediate (V) thereby yielding citral product of formula I, which comprises: as the reaction proceeds, continuously distilling the reaction mixture thereby continuously removing prenol, which is formed by degradation of acetal II, and the intermediates of formula IV and V and any citral product which is formed during the reaction; and thermally rearranging said intermediates of formula IV and V at a temperature of 100-200° C.
    Type: Grant
    Filed: September 24, 1999
    Date of Patent: January 16, 2001
    Assignee: BASF Aktiengesellschaft
    Inventors: Jörg Therre, Gerd Kaibel, Werner Aquila, G{umlaut over (u)}nter Wegner, Hartwig Fuchs
  • Patent number: 6166262
    Abstract: Branched-chain olefins are prepared and used as feedstocks in the manufacture of detersive surfactants.
    Type: Grant
    Filed: October 13, 1998
    Date of Patent: December 26, 2000
    Assignee: The Procter & Gamble Company
    Inventor: Daniel Stedman Connor
  • Patent number: 5994592
    Abstract: The present invention relates to a process for producing 2,2'-bis(hydroxymethyl)alkanal and 2,2'-bis(hydroxymethyl)alkanoic acid as raw materials for dimethylol alkanoic acids or trimethylol alkanes, which are useful for the production of polyesters, polyurethanes, alkyd resins and the like, in an industrially advantageous manner.
    Type: Grant
    Filed: February 12, 1998
    Date of Patent: November 30, 1999
    Assignee: Nippon Kasei Chemical Company Limited
    Inventors: Toshiharu Yokoyama, Kouji Maeda
  • Patent number: 5892129
    Abstract: A process for the preparation of 1,1,3-trialkoxypropane by acid-catalyzed reaction of acrolein with a C.sub.1 to C.sub.6 alcohol, which can be carried out well on a large scale and leads to a higher selectivity. The process involves (a) the reaction, in the presence of a solid acid catalyst which is insoluble in the reaction mixture, (b) a partial neutralization of the reaction mixture, using an amine or basic ion exchanger, and (c) specific recovery by distillation of the reaction mixture and recirculation of fractions containing useful materials; aqueous fractions containing recyclable useful materials are largely dehydrated by pervaporation prior to being recirculated.
    Type: Grant
    Filed: May 21, 1997
    Date of Patent: April 6, 1999
    Assignee: Degussa Aktiengesellschaft
    Inventors: Mathias Hoepp, Dietrich Arntz, Hans-Peter Ohlinger, Willi Hofen
  • Patent number: 5886234
    Abstract: A process for producing a cyclic unsaturated aldehyde is herein disclosed which comprises the step of reacting a cyclic conjugated diene compound with an aldehyde represented by the general formula (I)R--CH.dbd.CH--CHO (I)wherein R is an alkyl group having 1 to 3 carbon atoms,in the presence of a solid acid catalyst in accordance with the Diels-Alder reaction.According to the process of the present invention, the cyclic unsaturated aldehydes useful as the raw materials of traction oils and the like can efficiently and industrially advantageously be produced through the Diels-Alder reaction at a low cost without causing the corrosion of an apparatus and without requiring any treatment after the reaction.
    Type: Grant
    Filed: December 22, 1997
    Date of Patent: March 23, 1999
    Assignee: Idemitsu Kosan Co., Ltd.
    Inventors: Takashi Ohno, Toshiyuki Tsubouchi
  • Patent number: 5705706
    Abstract: 2-(Alkoxymethyl)acrolein of the formula ##STR1## is produced from acrolein, an alcohol ROH and formaldehyde, in one step, with a good yield being obtained. The acrolein is reacted with a substantially equimolar quantity of a source of formaldehyde in the presence of at least an equimolar quantity of the alcohol ROH and a catalytic quantity of a catalyst system based on a secondary amine and a mineral acid at a pH value of the reaction mixture in the range of 1 to less than 7.
    Type: Grant
    Filed: July 23, 1996
    Date of Patent: January 6, 1998
    Assignee: Degussa Aktiengesellschaft
    Inventors: Mathias Hoepp, Klaus Koehler, Dietrich Arntz
  • Patent number: 5603813
    Abstract: Vinyl formate containing formic acid, acetaldehyde and water following synthesis is separated from formic acid and water in a first distillation stage and from acetaldehyde in a second stage to give pure vinyl formate.
    Type: Grant
    Filed: August 2, 1995
    Date of Patent: February 18, 1997
    Assignee: BASF Aktiengesellschaft
    Inventors: Thomas Ruhl, Marc Heider, Jochem Henkelmann, Ralf-Thomas Rahn, Harald Rust
  • Patent number: 5281713
    Abstract: There is provided a process for the manufacture of 2-alkoxymethylacrolein compounds via the reaction of an appropriate alcohol and acrolein in the presence of an acid and a trisubstituted amine to form an intermediate and the subsequent reaction of the intermediate with formaldehyde in the presence of an acid and a disubstituted amine. There is also provided a process for the manufacture of 3-alkoxymethylquinolines from 2-alkoxymethylacrolein.
    Type: Grant
    Filed: October 23, 1992
    Date of Patent: January 25, 1994
    Assignee: American Cyanamid Company
    Inventors: Henry L. Strong, David A. Cortes, Zareen Ahmed
  • Patent number: 5177265
    Abstract: An improved method for preparing citral in liquid phase from prenol and prenal, wherein, in a single reaction enclosure, the prenol and prenal are condensed in the presence of a mineral acid at a concentration of about 5.10.sup.-3 mole for one mole of prenal, 90 to 95% of the acid is neutralized, and once excess prenal and prenol is eliminated, the citral is distilled.
    Type: Grant
    Filed: October 31, 1991
    Date of Patent: January 5, 1993
    Assignee: Rhone-Poulenc Sante
    Inventors: Pierre Chabardes, Jacques Chazal
  • Patent number: 5177266
    Abstract: There is provided a process for the manufacture of 2-alkoxymethylacrolein compounds via the reaction of an appropriate alcohol and acrolein in the presence of an acid and a trisubstituted amine to form an intermediate and the subsequent reaction of the intermediate with formaldehyde in the presence of an acid and a disubstituted amine.
    Type: Grant
    Filed: December 20, 1991
    Date of Patent: January 5, 1993
    Assignee: American Cyanamid Company
    Inventor: Henry L. Strong
  • Patent number: 5138107
    Abstract: A process is disclosed for chlorinating, brominating and/or iodinating an organic substrate containing both a single acidic hydrogen atom and at least one electron withdrawing group attached to the same carbon atom. The process replaces the single acidic hydrogen with chlorine, bromine and/or iodine and involves reacting the substrate in solution with a halogenating agent (e.g., a perhalomethane wherein the halogen substituents are I, Br and/or Cl, a trihaloacetic acid ester wherein the halogen substituents are Br and/or Cl, or a perfluoroalkyl halide wherein the halide is I, Br and/or Cl) in the presence of (i) a phase transfer catalyst of the formula R.sup.1 R.sup.2 R.sup.3 R.sup.4 LJ where L is selected from the group consisting of phosphorus and nitrogen, where J is an inorganic anion other than fluoride, and where R.sup.1, R.sup.2, R.sup.3 and R.sup.
    Type: Grant
    Filed: July 12, 1991
    Date of Patent: August 11, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Yoel Sasson
  • Patent number: 5132475
    Abstract: A process is disclosed for chlorinating, brominating and/or iodinating an organic substrate containing both a single acidic hydrogen atom and at least one electron withdrawing group attached to the same carbon atom. The process replaces the single acidic hydrogen with chlorine, bromine and/or iodine and involves reacting the substrate in solution with a halogenating agent (e.g., a perhalomethane wherein the halogen substituents are I, Br and/or Cl, a trihaloacetic acid ester wherein the halogen substituents are Br and/or Cl, or a perfluoroalkyl halide wherein the halide is I, Br and/or Cl) in the presence of a quaternary ammonium fluoride catalyst of the formula R.sup.1 R.sup.2 R.sup.3 R.sup.4 NF where R.sup.1, R.sup.2, and R.sup.3 and R.sup.4 are independently chosen from the group consisting of hydrocarbyl radicals containing from 1 to about 20 carbon atoms.
    Type: Grant
    Filed: July 12, 1991
    Date of Patent: July 21, 1992
    Assignee: E. I. Du Pont de Nemours and Company
    Inventor: Yoel Sasson
  • Patent number: 5053552
    Abstract: The present invention provides a novel process for producing .alpha.,.beta.-unsaturated aldehydes including industrial important fragrances such as citral and sinensal, starting materials for preparing pharmaceutical drugs such as senecioaldehyde, farnesal, 8-acetoxy-2,6-dimethyl-2,6-octadienal and the like, directly and in high yield, from formic acid esters of allylic alcohols in the presence of a catalytic amount of aluminum alkoxide by the oxidation of the corresponding alehyde.
    Type: Grant
    Filed: June 14, 1990
    Date of Patent: October 1, 1991
    Assignee: Kuraray Company, Ltd.
    Inventors: Toshiki Mori, Shigeaki Suzuki, Takashi Onishi, Kazuo Yamamoto
  • Patent number: 4933500
    Abstract: Citral is prepared from prenol and prenal by condensation to form an acetal followed by cracking, both operations being effected in the presence of a lithium halide (e.g. lithium chloride) as catalyst.
    Type: Grant
    Filed: May 15, 1989
    Date of Patent: June 12, 1990
    Assignee: Rhone-Poulenc Sante
    Inventors: Pierre Chabardes, Jacques Chazal
  • Patent number: 4892976
    Abstract: The process for the preparation of an aldehyde of formula R--CHO in which R is an alkyl group of C.sub.1 -C.sub.7 comprises according to the invention the reaction on an alkyl formate of formula H--COOR in which R has the meaning given above, of a gas constituted mainly by CO, in the presence of(a) a catalyst based on a metal chosen from among Rh, Ru, Ir, mixtures of them or a mixture of Rh and/or Ru and/or Ir with Co, Ni or Fe,(b) a promoter chosen from among iodides and mixtures of covalent compounds of iodine and a phosphine or a tertiary amine,(c) a solvent consisting of a cyclic N-alkyl amide.
    Type: Grant
    Filed: July 15, 1988
    Date of Patent: January 9, 1990
    Assignee: Sollac
    Inventors: Jean Cordier, Bernard Dussart, Francis Petit, Yves Castanet, Serge Melloul, Andre Mortreux
  • Patent number: 4820876
    Abstract: Synthetic polyethylene wax having low molecular weight of 250 to 3000 and a density of 0.930 to 0.950 is prepared in a high pressure process at pressures of at least 800 bar using a carbonyl compound such as acetaldehyde as chain transfer agent. The resulting wax with incorporated CO has good compatibility in hot melt systems, and may be stripped to remove light ends, increase density and crystallinity and improve thermal stability.
    Type: Grant
    Filed: May 27, 1987
    Date of Patent: April 11, 1989
    Assignee: Exxon Research & Engineering Co.
    Inventors: Hugo J. C. Nuttens, Gerard Van Haeren
  • Patent number: 4812593
    Abstract: Bifunctional compounds of the formula ##STR1## where R.sup.1, R.sup.2 and R.sup.3 are each alkyl of 1 to 6 carbon atoms, R.sup.2 and R.sup.3 may furthermore be hydrogen, R.sup.2 is furthermore alkoxy and R.sup.4 is hydrogen, alkyl of 1 to 6 carbon atoms or alkoxy, and a double bond may be present between carbon atoms 2 and 3, are prepared by converting a tetraalkoxyalkane or a dialkoxyalkanoate of the formulae ##STR2## where R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the above meanings, in the presence of a catalyst, such as a zeolite, in particular one of the pentasil type, and/or a phosphate and/or phosphoric acid on a carrier.
    Type: Grant
    Filed: August 6, 1987
    Date of Patent: March 14, 1989
    Assignee: BASF Aktiengesellschaft
    Inventors: Wolfgang Hoelderich, Norbert Goetz, Leopold Hupfer
  • Patent number: 4748279
    Abstract: A liquid sterlizing composition comprising the reaction product of a non-ionic surfactant, a gluteraldehyde and triethylene glycol.
    Type: Grant
    Filed: June 23, 1987
    Date of Patent: May 31, 1988
    Inventor: Reginald K. Whiteley
  • Patent number: 4739111
    Abstract: A process for preparing a catalyst composition wherein a Metal Hydrocarboxide I, such as aluminum secbutoxide, a Metal Hydrocarboxide II, such as zirconium butoxide, an acidic phosphorus-oxygen composition, such as phosphoric acid, and water, are reacted in the presence of a liquid organic medium, such as acetone, to form a catalyst precursor composition, which is then calcined to form the catalyst, is disclosed. The catalyst is useful for condensing carboxylic acids or their ester with aldehydes or acetals to synthesize .alpha. ,.beta.-ethylenically unsaturated acids or esters, such as methylmethacrylate.
    Type: Grant
    Filed: September 11, 1985
    Date of Patent: April 19, 1988
    Assignee: Exxon Research & Engineering Co.
    Inventor: Ji-Yong Ryu
  • Patent number: 4617405
    Abstract: Alpha, beta carbonyl compounds are prepared from an acid anhydride selected from the group consisting of glutaric anhydride and 3-alkyl glutaric anhydride, and a beta-hydroxy carbonyl compound having the following chemical formula:R.sub.2 COH--CHR--CRO or R.sub.2 COH--CHR--CNwhere each R is any substitutent group.The process comprises: (a) reacting the acid anhydride and the beta-hydroxy carbonyl compound in the presence of a catalytically effective amount of an acid catalyst to form an ester; (b) reacting the ester in the presence of a catalytically effective amount of a base catalyst to form a alpha, beta-unsaturated carbonyl compound and a carboxylic acid; and (c) separating the alpha, beta-unsaturated carbonyl compound and the carboxylic acid.
    Type: Grant
    Filed: September 25, 1984
    Date of Patent: October 14, 1986
    Assignee: A. E. Staley Manufacturing Company
    Inventors: Donald E. Kiely, Martin Seidman
  • Patent number: 4560790
    Abstract: A process for preparing a catalyst composition wherein a Metal Hydrocarboxide I, such as aluminum secbutoxide, a Metal Hydrocarboxide II, such as silicon ethoxide, an acidic phosphorus-oxygen composition, such as phosphoric acid, and water, are reacted in the presence of a liquid organic medium, such as acetone, to form a catalyst precursor composition, which is then calcined to form the catalyst, is disclosed. The catalyst is useful for condensing carboxylic acids or their ester with aldehydes or acetals to synthesize .alpha., .beta.-ethylenically unsaturated acids or esters, such as methylmethacrylate.
    Type: Grant
    Filed: August 8, 1983
    Date of Patent: December 24, 1985
    Assignee: Exxon Research & Engineering Co.
    Inventor: Ji-yong Ryu
  • Patent number: 4499308
    Abstract: Disclosed is the reaction acrolein or methacrolein with a mono- or dihydroxyalkane to produce a 3-alkoxypropionaldehyde or a 3-(hydroxyalkoxy)propionaldehyde in the case of acrolein; or to produce a 3-alkoxy-2-methylpropionaldehyde or a 3-(hydroxyalkoxy)-2-methylpropionaldehyde in the case of methacrolein, by contacting a mixture of the recited reactants with a particulate solid metallic catalyst comprising an alloy of palladium and cadmium.
    Type: Grant
    Filed: December 5, 1983
    Date of Patent: February 12, 1985
    Assignee: The Standard Oil Company
    Inventors: Christos Paparizos, Robert S. Shout, Wilfrid G. Shaw
  • Patent number: 4447649
    Abstract: The invention is concerned with a novel process for the manufacture of citral from an N-oxide.
    Type: Grant
    Filed: September 27, 1982
    Date of Patent: May 8, 1984
    Assignee: Hoffmann-La Roche Inc.
    Inventor: Manfred W. Breuninger
  • Patent number: 4400550
    Abstract: A process for the synthesis of (Z,Z)-11-13-hexadecadienal is disclosed, starting with undecylenic alcohol.
    Type: Grant
    Filed: February 12, 1982
    Date of Patent: August 23, 1983
    Assignee: Albany International Corp.
    Inventors: Clyde E. Bishop, Gary W. Morrow
  • Patent number: 4313008
    Abstract: The S-enantiomer of 3-chloro-1,2-propanediol is prepared by reaction of a chlorodeoxy-D-saccharide having the partial structure. ##STR1## to cleave the glycol, reduce the aldehyde so formed to an alcohol, and hydrolyse the alcohol under mild acidic conditions.
    Type: Grant
    Filed: May 17, 1979
    Date of Patent: January 26, 1982
    Assignee: Tate & Lyle Ltd.
    Inventor: Haydn F. Jones
  • Patent number: 4298762
    Abstract: Improved conversions of primary allylic and benzylic alcohols are obtained in an Oppenauer oxidation process, under Oppenauer oxidation conditions, by carrying out the oxidation employing furfural as the hydrogen acceptor. Primary alcohols to which the present invention relates are allylic alcohols substituted in at least the 2-position with a hydrocarbon radical and benzylic alcohols.
    Type: Grant
    Filed: December 5, 1979
    Date of Patent: November 3, 1981
    Assignee: SCM Corporation
    Inventors: William J. Ehmann, Walter E. Johnson, Jr.
  • Patent number: 4268444
    Abstract: A process for the preparation of polyene-aldehydes, derived from 2,6-dimethyl-2,4,6,8-nonatetraen-1-al by substitution in the 9-position, by means of the Wittig ylide synthesis. The process is based on the observation, contrary to all expectation, that on reacting 2,6-dimethyl-octa-2,4,6-triene-1,8-dial with an equimolar amount of an ylide, it is exclusively the 8-al group of the dialdehyde which reacts. This specificity of the reaction is of particular importance for the preparation of the food dye .beta.-apo-8'-carotinal.
    Type: Grant
    Filed: November 16, 1979
    Date of Patent: May 19, 1981
    Assignee: BASF Aktiengesellschaft
    Inventor: Hagen Jaedicke
  • Patent number: 4233247
    Abstract: An improvement in a process for the preparation of 2,2-dimethylolalkanal of the formula ##STR1## where R denotes an optionally substituted aliphatic radical by reacting 2-alkylacrylaldehyde with formaldehyde in presence of water and a base, the improvement residing in employing an aldehyde of the formula ##STR2## wherein R has the meaning indicated above and a mol ratio of the same to formaldehyde of 1:8-30 at a temperature in the range from -10 to 100.degree. C.
    Type: Grant
    Filed: March 13, 1978
    Date of Patent: November 11, 1980
    Assignee: Bayer Aktiengesellschaft
    Inventors: Otto Immel, Hans-Helmut Schwarz