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Method to prepare (+)-cis-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid

Assignee: FMC Corp
•
Filing: 1979-05-29
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Granted: 1980-10-21
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Expires: 1999-05-29
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Abstract

Abstract Process to prepare 3-(2,2-dichloroethenyl)-2,2-di-methylcyclopropanecarboxylic acid enriched with the (+)-cis isomer.

Inventors

  • 👤 Kiyoshi Kondo
  • 👤 Minoru Suda

Bibliographic Details

Application Number —
Jurisdiction US
Data Source google_patents
Last Synchronized 2026-10-31 23:19
CPC Classifications
C; C07; C07C; C07C51/00; C07C51/42; C07C51/487

Claims Analysis

Total Claims: 5
Claim 1
Independent Claim 61 words
A method to prepare 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid containing at least 50% (+)-cis isomer which comprises neutralizing racemic cis, trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid containing at least 40 percent cis isomers with an alkaloid base selected from 1-ephedrin or quinine in a solvent selected from ethyl acetate or acetonitrile, cooling the resulting solution, isolating the precipitated salt, and hydrolyzing the salt to produce the enriched acid.
Claim 2
Independent Claim 61 words
A method to prepare 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid containing at least 50% (+)-cis isomer which comprises neutralizing racemic cis, trans-3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropanecarboxylic acid containing at least 40 percent cis isomers with an alkaloid base selected from 1-ephedrin or quinine in a solvent selected from ethyl acetate or acetonitrile, cooling the resulting solution, isolating the precipitated salt, and hydrolyzing the salt to produce the enriched acid.
Claim 3
Dependent Claim 17 words
The method of claim 1 wherein the acid and alkaloid base are employed in approximately equimolar amounts.
Claim 4
Dependent Claim 17 words
The method of claim 1 wherein the alkaloid base is quinine and the solvent is ethyl acetate.
Claim 5
Dependent Claim 16 words
The method of claim 1 wherein the alkaloid base is 1-ephedrine and the solvent is acetonitrile.

References Cited (Backward Citations)

US3282985A Cited
GB1178423A Cited
US3646118A Cited
US4014918A Cited
US3786070A Cited
US3739019A Cited
US3666798A Cited
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JPS5136441A Cited
GB2008589A Cited

USPTO Annuity & Maintenance Windows

Annuity Stage Window Opens Payment Deadline Surcharge Period Until Estimated Fee Status
3.5 Years (Year 4) 1983-10-21 1984-04-21 1984-10-21 $2000.00 Window Closed / Lapsed
7.5 Years (Year 8) 1987-10-21 1988-04-21 1988-10-21 $3760.00 Window Closed / Lapsed
11.5 Years (Year 12) 1991-10-21 1992-04-21 1992-10-21 $7700.00 Window Closed / Lapsed

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