Method for producing cyclopropanecarboxylates

Details Method for producing cyclopropanecarboxylates Method for producing cyclopropanecarboxylates

2001-10-31

2004-03-16

Rotman, Alan L. (Department: 1625)

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

Organic compounds

Carboxylic acid esters

C560S234000

Reexamination Certificate

active

06706910

ABSTRACT:

FIELD OF THE INVENTION
The present invention relates to a method for producing a cyclopropanecarboxylate.
BACKGROUND OF THE INVENTION
A method for producing a cyclopropanecarboxylic acid ester by transesterification reaction employing a sodium alkoxide catalyst has been disclosed (JP-A-52-128336).
However, said transesterification reaction has not been always satisfactory as an industrial production process in that the reaction is accompanied by various by-products and the obtained ester is colored.
SUMMARY OF THE INVENTION
According to the present invention, a cyclopropanecarboxylate can be readily obtained in an industrially desirable manner by conducting a transesterification reaction between a cyclopropanecarboxylate and a monohydroxy compound in the presence of a lithium compound as described below.
The present invention provides
a method for producing a cyclopropanecarboxylate of formula (1):
which comprises contacting
a cyclopropanecarboxylate of formula (2):
with a monohydroxy compound of formula (3):
R
7
OH  (3),
in the presence of a lithium compound of formula (4):
R
8
OLi  (4),
wherein R
1
, R
2
, R
3
, R
4
and R
5
each independently represent
a hydrogen atom, a halogen atom,
a substituted or unsubstituted alkyl group,
a substituted or unsubstituted alkenyl group , or
a substituted or unsubstituted aryl group;
R
6
represents an alkyl group having 1 to 10 carbon atoms or a substituted or unsubstituted phenyl group;
R
7
and R
8
do not simultaneously represent the same and each independently represent
a substituted or unsubstituted alkyl group, or
a substituted or unsubstituted aryl group.


REFERENCES:
patent: 6008404 (1999-12-01), Miller et al.
patent: 6225495 (2001-05-01), Ujihara et al.
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patent: 2 348 192 (1977-11-01), None
patent: 1571388 (1980-07-01), None
patent: 52128336 (1977-10-01), None
patent: 52-128336 (1977-10-01), None
Gazette of Patents and Trademarks, (HU P9102429 A), May 28, 1993.

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