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Process for the preparation of cyclopropane carboxylic acid esters

Assignee: Syngenta Ltd
•
Filing: 1984-08-27
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Granted: 1985-11-05
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Expires: 2004-08-27
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Abstract

Abstract 3-(2'-chloro-3',3',3'-trifluoropropenyl)-2,2-dimethylcyclopropane-1-carboxylic acid esters are prepared by dehydrohalogenation of the corresponding 3-(2',2'-dichloro-3',3',3-trifluoropropyl) compounds by reaction with an alkali metal carbonate in a polar aprotic solvent. The products are intermediates in the preparation of pyrethroid insecticides or are themselves insecticides.

Inventors

  • 👤 John Crosby

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-11-07 22:50
CPC Classifications
C; C07; C07C; C07C253/00; C07C253/30; C07C67/00; C07C67/30; C07C67/317; C07C2601/00; C07C2601/02

Claims Analysis

Total Claims: 8
Claim 1
Independent Claim 70 words
A process for the preparation of a cyclopropane carboxylic acid ester having the general formula: ##STR5## wherein R is a lower alkyl, m-phenoxybenzyl, α-cyano-m-phenoxybenzyl or α-ethynyl-m-phenoxybenzyl group, which comprises reacting a compound having the general formula: ##STR6## wherein R has the meanings stated above, with an alkali metal carbonate in a polar aprotic solvent, the alkali metal carbonate being selected from the group consisting of sodium carbonate and potassium carbonate.
Claim 2
Dependent Claim 70 words
A process for the preparation of a cyclopropane carboxylic acid ester having the general formula: ##STR5## wherein R is a lower alkyl, m-phenoxybenzyl, α-cyano-m-phenoxybenzyl or α-ethynyl-m-phenoxybenzyl group, which comprises reacting a compound having the general formula: ##STR6## wherein R has the meanings stated above, with an alkali metal carbonate in a polar aprotic solvent, the alkali metal carbonate being selected from the group consisting of sodium carbonate and potassium carbonate.
Claim 3
Dependent Claim 31 words
A process as claimed in claim 1 wherein the amount of alkali metal carbonate which is used is from 1 to 20 mols per mol of the compound of formula (II).
Claim 4
Dependent Claim 31 words
A process as claimed in claim 1 wherein the amount of alkali metal carbonate which is used is from 1 to 5 mols per mol of the compound of formula (II).
Claim 5
Dependent Claim 31 words
A process as claimed in claim 1 wherein the amount of polar aprotic solvent which is used is from 3 to 200 mols per mol of the compound of formula (II).
Claim 6
Dependent Claim 31 words
A process as claimed in claim 1 wherein the amount of polar aprotic solvent which is used is from 5 to 20 mols per mol of the compound of formula (II).
Claim 7
Dependent Claim 17 words
A process as claimed in claim 1 wherein the reaction temperature is from 50° to 250° C.
Claim 8
Dependent Claim 17 words
A process as claimed in claim 1 wherein the reaction temperature is from 100° to 200° C.

References Cited (Backward Citations)

DE2547510A1 Cited
DE2621835A1 Cited
GB1520023A Cited
US4183948A Cited
GB2000764A Cited
US4243677A Cited
US4166064A Cited
US4258202A Cited
US4252820A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1988-11-04 1989-05-06 1989-11-05 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1992-11-04 1993-05-06 1993-11-05 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1996-11-04 1997-05-06 1997-11-05 $7700.00 Window Closed / Lapsed

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