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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995154Generated: October 25, 2026

Dichloromethane → 2,2-dimethyl-3-[(Z)-2-(methoxy carbonyl)-ethenyl]-cyclopropane-carboxylic acid

https://huagongshe.com/reaction/1995154

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDichloromethaneHCID 6344—
ReactantTert.-butyl(1R,cis)2,2-dimethyl-3-(carboxy ethynyl)cyclopropane-carboxylateHCID 13093787—
Catalyst4-(Dimethylamino)pyridineHCID 14284—
SolventEthanolHCID 702—
Product2,2-dimethyl-3-[(Z)-2-(methoxy carbonyl)-ethenyl]-cyclopropane-carboxylic acidHCID 54557330—

Reaction Conditions

Temperature20 °C

Reaction Steps

4 g of the product of Step A, 3.4 g of dicyclohexylcarbodiiumide and 6 mg of 4-dimethylamino-pyridine were added to 30 ml of methylene chloride followed by the addition of 1.5 ml of ethanol and the mixture was stirred at 20° C. for 16 hours. The mixture was filtered and the filtrate was evaporated to dryness under reduced pressure. The residue was chromatographed over silica gel and was eluted with a 9-1 cyclohexane-ethyl acetate mixture to obtain 4.25 g of tert.butyl (1R, cis) 2,2-dimethyl-3-(ethoxycarbonyl-ethynyl)-cyclopropane-carboxylate.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04402972
Source datasetuspto-grants-1983_09
ORD IDord-c7527883d4d94f11829e54a1ccb523ec
Source noteuspto-grants-1983_09