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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2295253Generated: October 30, 2026

Water → Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl ester

https://huagongshe.com/reaction/2295253

Reaction equation

Participants

RoleNameHCIDCharge
ReactantWaterHCID 962—
ReactantTriethyl phosphiteHCID 31215—
ReactantEthyl 3-formyl-2,2-dimethylcyclopropane-1-carboxylateHCID 566079—
ReactantSodium TrichloroacetateHCID 23681045—
SolventDiglymeHCID 8150—
ProductCyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl esterHCID 10109473%

Reaction Conditions

Temperature150 °C

Reaction Steps

A mixture of 17.0 g (0.1 mole) of 3-formyl-2,2-dimethyl-cyclopropane-1-carboxylic acid ethyl ester, 16.6 g (0.1 mole) of triethyl phosphite and 18.5 g (0.1 mole) of sodium trichloroacetate in 100 ml of diglyme was heated to 150° C. under argon for 6 hours. The reaction mixture was then poured into water. Extraction with 2 portions of 100 ml each of methylene chloride followed. The combined methylene chloride extracts were dried over sodium sulphate. 3-(2,2-Dichlorovinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid ethyl ester was obtained as a crude product in a yield of 73% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04424166
Source datasetuspto-grants-1984_01
ORD IDord-f2c48f19508e4c3e8e097116342aebd8
Source noteuspto-grants-1984_01