Method for producing alkyl-substituted butenols

US7169749B1 · kind B1 · utility

Assignee

• KAO CORPORATION · JP

Inventors

• Lothar Friesenhagen · Düsseldorf, DE
• Stephan Heck · Pulheim, DE
• Norbert Klein · Pocking, DE
• Thomas Markert · Monheim, DE
• Gerrit Pelzer · Goldkronach, DE
• Markus Schneider · Amriswil, CH

Key dates

• Filing date: Sep 8, 2000
• Grant date: Jan 30, 2007
• Expiry date: Apr 26, 2021

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C2601/10
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

Alkyl-substituted butenols having the formula (I):R1—CH2—CH═CR2—CH2OH   (I)wherein R1 is a saturated or olefinically unsaturated alkyl or cycloalkyl group having from 4 to 16 carbon atoms and wherein R1 is optionally substituted by an alkyl, cycloalkyl, aryl or alkaryl having up to 12 carbon atoms; R2 is hydrogen or an alkyl group having from 1 to about 6 carbon atoms are produced by a process which comprises: (1) reacting an aldehyde of the formula (II):R1—CH2—CHO   (II)wherein R1 has the same meaning as in formula (I), with the corresponding lower aldehyde to form an unsaturated aldehyde in an inert organic solvent; (2) continuously contacting an optionally calcined copper/zinc catalyst with the unsaturated aldehyde under isothermal conditions at temperatures of from about 45 to about 60° C. and under a hydrogen pressure of from 1 to about 300 bar.