Process for the preparation of cis-6-hexadecenoic acid

US6781004B2 · kind B2 · utility

Assignee

• BASF SE

Inventors

• Daniela Klein · Mannheim, DE
• Hansgeorg Ernst · Speyer, DE
• Jürgen Koppenhöfer · Meckenheim, DE

Key dates

• Filing date: Feb 4, 2002
• Grant date: Aug 24, 2004
• Expiry date: Mar 10, 2022

Classification

• Technology area (CPC C): Chemistry; Metallurgy
• CPC primary: C07C67/343
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

The invention relates to a process for the preparation of cis-6-hexadecenoic acid of the formula I, which comprises reactinga1) a triphenylphosphonium salt of the formula II,R1OOC—(CH2)5—P(R2)3+X−  II with decanal of the formula IIIH3C—(CH2)8—CH═O  III ora2) a triphenylphosphonium salt of the formula IV,H3C—(CH2)9—P(R2)3+X−  IV with an aldehyde of the formula V,R1OOC—(CH2)4—CH═O  V in a Wittig reaction, andb) saponifying the ester, formed by process step a1) or a2), of the formula VI,  where the substituents R1, R2 and X− have the meanings given in the description.