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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1995156Generated: October 25, 2026

Quinoline → tert.-butyl(1R,cis)2,2-dimethyl-3-[Z-2-carboxy-ethenyl]cyclopropane-carboxylate

https://huagongshe.com/reaction/1995156

Reaction equation

Participants

RoleNameHCIDCharge
ReactantQuinolineHCID 7047—
Reactant2,2-dimethyl-3-[(Z)-2-(methoxy carbonyl)-ethenyl]-cyclopropane-carboxylic acidHCID 54557330—
CatalystPalladium hydroxideHCID 9942167—
SolventEthyl AcetateHCID 8857—
Producttert.-butyl(1R,cis)2,2-dimethyl-3-[Z-2-carboxy-ethenyl]cyclopropane-carboxylateHCID 12807775—

Reaction Steps

A mixture of 2 g of tert.-butyl (1R, cis) 2,2-dimethyl-3-[Z-carboxyethynyl]-cyclopropane-carboxylic acid, 40 ml of ethyl acetate, 0.38 g of 10% palladium hydroxide on barium sulfate and 0.4 ml of quinoline was hydrogenated and was filtered. The filtrate was washed with 0.5 N hydrochloric acid and with water until the wash water was neutral, dried and evaporated to dryness under reduced pressure to obtain 2 g of tert.-butyl (1R,cis) 2,2-dimethyl-3-[Z-2-carboxyethenyl]-cyclopropane-carboxylate melting at 94° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04402972
Source datasetuspto-grants-1983_09
ORD IDord-ed435e250fa74f5e928b60f233fff407
Source noteuspto-grants-1983_09