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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995158Generated: October 29, 2026

p-Toluenesulfonic acid → (1R,cis) 2,2-dimethyl-3-[Z-2-(isopropoxycarbonyl)-ethenyl]-cyclopropane-carboxylic acid

https://huagongshe.com/reaction/1995158

Reaction equation

Participants

RoleNameHCIDCharge
Reactantp-Toluenesulfonic acidHCID 6101—
Reactanttert.-butyl(1R,cis)2,2-dimethyl-3-[Z-2-(isopropoxycarbonyl)-ethenyl]-cyclopropane-carboxylateHCID 86739004—
SolventTolueneHCID 1140—
Product(1R,cis) 2,2-dimethyl-3-[Z-2-(isopropoxycarbonyl)-ethenyl]-cyclopropane-carboxylic acidHCID 1280775580.2%

Reaction Conditions

Temperature120 °C

Reaction Steps

A mixture of 1.4 g of the product of Step B, 100 mg of p-toluene sulfonic acid and 14 ml of toluene was stirred at 120° C. for 21/2 hours and was then evaporated to dryness under reduced pressure. The residue was crystallized from isopropyl ether, was cooled and filtered. The product was dried to obtain 900 mg of (1R,cis) 2,2-dimethyl-3-[Z-2-(isopropoxycarbonyl)-ethenyl]-cyclopropane-carboxylic acid melting at 98° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04402972
Source datasetuspto-grants-1983_09
ORD IDord-808f4543eb984392a27702946e3d67f3
Source noteuspto-grants-1983_09