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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 569517Generated: November 1, 2026

Thionyl Chloride → (1R,cis)2,2-dimethyl-3[(Z)3-oxo-3-benzyloxy-1-propenyl]-cyclopropane-carboxylic acid chloride

https://huagongshe.com/reaction/569517

Reaction equation

Participants

RoleNameHCIDCharge
ReactantThionyl ChlorideHCID 24386—
Reactant(1R,cis)2,2-dimethyl-3[(Z)3-oxo-3-benzyloxy-1-propenyl]-cyclopropane carboxylic acidHCID 70420059—
SolventIsopreneHCID 6557—
Product(1R,cis)2,2-dimethyl-3[(Z)3-oxo-3-benzyloxy-1-propenyl]-cyclopropane-carboxylic acid chlorideHCID 88650986—

Reaction Steps

A mixture of 1.6 g of (1R,cis)2,2-dimethyl-3[(Z)3-oxo-3-benzyloxy-1-propenyl]-cyclopropane carboxylic acid, 10 ml of isoprene and 1 ml of thionyl chloride was stirred for 5 hours under a current of nitrogen and then was concentrated to obtain 2 g of (1R,cis)2,2-dimethyl-3[(Z)3-oxo-3-benzyloxy-1-propenyl]-cyclopropane-carboxylic acid chloride which was concentrated to obtain 2 g of (1R,cis)2,2-dimethyl-3-[(Z)3-oxo-3-benzyloxy-1-propenyl]-cyclopropane-carboxylic acid chloride which was used as is in the following step.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04732903
Source datasetuspto-grants-1988_03
ORD IDord-34d6dab6b5a54605a94d29924c9e4995
Source noteuspto-grants-1988_03