Preparation of 3-pentenoates from 2-pentenoates

US4845269A · kind A · utility

Assignee

• BASF SE

Inventors

• Rolf Fischer · Heidelberg, DE
• Wolfgang Hoelderich · Bischofswerda, DE
• Manfred Sauerwald · Meckenheim, DE

Key dates

• Filing date: Nov 25, 1987
• Grant date: Jul 4, 1989
• Expiry date: Nov 25, 2007

Classification

• Technology area (CPC B): Performing Operations; Transporting
• CPC primary: B01J2229/42
• WIPO field: Organic fine chemistry
• WIPO sector: Chemistry

Abstract

3-pentenoates are prepared from 2-pentenoates by a process in which PA0 (a) a 2-pentenoate of the formula ##STR1## where R.sup.1 is alkyl of 1 to 12 carbon atoms, cycloalkyl of 5 to 8 carbon atoms, aralkyl of 7 to 10 carbon atoms or aryl of 6 to 10 carbon atoms, is reacted with a compound of the formula II EQU R.sup.2 -X-H II where R.sup.2 has the meanings given for R.sup.1 and X is an oxygen or sulfur atom, or with a compound of the formula III ##STR2## where R.sup.3 is hydrogen or R.sup.3 and R.sup.4 are each alkyl of 1 to 12 carbon atoms, cycloakkyl of 5 to 8 carbon atoms, aralkyl of 7 to 10 carbon atoms or aryl of 6 to 10 carbon atoms, and R.sup.3 and R.sup.4 together with the nitrogen atom on which they are substituents may form a 5-membered to 7-membered ring which may additionally contain a nitrogen or oxygen atom as a hetero atom, at from 20.degree. to 300.degree. C., in the presence or absence of a basic catalyst, to give a compound of the formula IV ##STR3## where Y is --XR.sup.2 or ##STR4## in which X, R.sup.1, R.sup.2, R.sup.3 and R.sup.4 have the above meanings, and PA0 (b) the compound of the formula IV is cleaved in the liquid or gas phase in the presence of an acidi…