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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1703060Generated: October 31, 2026

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

https://huagongshe.com/reaction/1703060

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHexamethylphosphorous triamideHCID 15355—
ReactantDiethyl (trichloromethyl)phosphonateHCID 70085—
ReactantEthyl 3-formyl-2,2-dimethylcyclopropane-1-carboxylateHCID 566079—
SolventWaterHCID 962—
ProductCyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, ethyl esterHCID 10109488%

Reaction Conditions

Temperature90 °C

Reaction Steps

16.3 g (0.1 mole) of tris-dimethylaminophosphine were added dropwise to a mixture of 25.5 g (0.1 mole) of trichloromethanephosphonic acid diethyl ester and 17.2 g (0.1 mole) of 3-formyl-2,2-dimethyl-cyclopropane-1-carboxylic acid ethyl ester at a temperature of 40° C. The reaction mixture was then warmed to 90° C. for 3 to 4 hours. It was subsequently cooled and poured into 200 ml of water. This suspension was extracted twice with 100 ml of methylene chloride each time. The combined extracts were dried over sodium sulphate and then concentrated. 3-(2,2-Dichloro-vinyl)-2,2-dimethyl-cyclopropane-1-carboxylic acid ethyl ester was obtained in a yield of 88% of theory.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04350824
Source datasetuspto-grants-1982_09
ORD IDord-32139ff897d649c78470b13b9f78d01f
Source noteuspto-grants-1982_09