Back
HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 261456Generated: October 26, 2026

Hydrochloric Acid → Cyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl ester

https://huagongshe.com/reaction/261456

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
Reactant1,5-Diazabicyclo(5,4,0)undec-5-eneHCID 314112—
ReactantHCID 11557959HCID 11557959—
SolventDimethylformamideHCID 6228—
ProductCyclopropanecarboxylic acid, 3-(2,2-dichloroethenyl)-2,2-dimethyl-, methyl esterHCID 9459191%

Reaction Steps

A mixture of 13.0 g (0.050 mol) of methyl 2,2-dimethyl-3-(2,2,2-trichloroethyl)cyclopropane-1-carboxylate (compound Z, C/T=77/23), 9.12 g (0.060 mol) of 1,5-diazabicyclo[5.4.0]undec-5-ene and 50 ml of dimethylformamide was stirred at 100° for 1 hour, then allowed to cool to room temperature and poured into 1 N hydrochloric acid. The mixture was extracted with ether and the ether extracts were combined, washed with brine, dried over magnesium sulfate and concentrated to give 10.15 g (91% yield) of methyl 3-(2,2-dichloroethenyl)-2,2-dimethylcyclopropane-1-carboxylate, 94% purity, C/T=76/24.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04166064
Source datasetuspto-grants-1979_08
ORD IDord-6b419477173d4566a73bc15565adbd1f
Source noteuspto-grants-1979_08