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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1607369Generated: October 31, 2026

Ammonium Chloride → Ethyl 2,2-dimethyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-cyclopropane carboxylate

https://huagongshe.com/reaction/1607369

Reaction equation

Participants

RoleNameHCIDCharge
ReactantAmmonium ChlorideHCID 25517—
ReactantEthyl 2,2-dimethyl-3-(1-acetoxy-2,2-dichloro-3,3,3-trifluoropropyl)cyclopropanecarboxylateHCID 13956726—
CatalystZincHCID 23994—
SolventDimethylformamideHCID 6228—
ProductEthyl 2,2-dimethyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-cyclopropane carboxylateHCID 5365235186%

Reaction Conditions

Temperature50 °C

Reaction Steps

To a solution of 183 mg (0.500 mmol) of ethyl 2,2-dimethyl-3-(1-acetoxy-2,2-dichloro-3,3,3-trifluoropropyl)cyclopropanecarboxylate obtained in Example 9, in 0.5 ml of DMF, 35 mg (0.54 mmol) of zinc powder was added, and the mixture was stirred at 50° C. for 4 hours. After an addition of 1 ml of a saturated ammonium chloride aqueous solution, the mixture was extracted with diethyl ether (1 ml×5 times). The extract was dried over anhydrous magnesium sulfate, then filtered and concentrated under reduced pressure. The product was purified by thin layer chromatography (silica gel, dichloromethane/hexane=1/3) to obtain 116 mg of ethyl 2,2-dimethyl-3-(2-chloro-3,3,3-trifluoro-1-propenyl)-cyclopropane carboxylate as a colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04864052
Source datasetuspto-grants-1989_09
ORD IDord-1c510f70529049bd9e5085c81ff281d5
Source noteuspto-grants-1989_09