Isomerization of 2-cis-pentenoates to 2-trans-pentenoates

Details Isomerization of 2-cis-pentenoates to 2-trans-pentenoates Isomerization of 2-cis-pentenoates to 2-trans-pentenoates

1987-11-25

1988-12-13

Killos, Paul J.

Organic compounds -- part of the class 532-570 series

Organic compounds

Carboxylic acid esters

560218, C07C 67333

Patent

active

047912200

ABSTRACT:
2-cis-Pentenoates are isomerized to 2-trans-pentenoates by a process in which a 2-cis-pentenoate is treated at from 20.degree. to 250.degree. C. in the presence of one or more compounds of the formula I ##STR1## where R.sup.1 is hydrogen or R.sup.1 and R.sup.2 are each cycloalkyl of 5 to 8 carbon atoms or alkyl of 1 to 6 carbon atoms, or R.sup.1 and R.sup.2 together with the nitrogen atom on which they are substituents may form a 5-membered to 7-membered ring which may additionally contain a further nitrogen or oxygen atom, and R.sup.3 is hydrogen or a radical of the formula II ##STR2## where R.sup.4 is alkyl of 1 to 6 carbon atoms, cycloalkyl of 5 to 7 carbon atoms, aralkyl of 7 to 10 carbon atoms or aryl of 6 to 10 carbon atoms, with the proviso that a tertiary amine is present only when R.sup.3 is a radical of the formula II.

REFERENCES:
patent: 4529815 (1985-07-01), Schneider et al.
patent: 4683341 (1987-07-01), Ishii et al.
Piva, O., Tetrahedron Lett 27(26), 3001-3004, 1986.
Hine, J. et al., J. Org. Chem 47(14), 2745-2748, 1982.

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