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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1719734Generated: October 25, 2026

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

https://huagongshe.com/reaction/1719734

Reaction equation

Participants

RoleNameHCIDCharge
ReactantQuinolineHCID 7047—
ReactantTert.-butyl(1R,cis)2,2-dimethyl-3-(carboxy ethynyl)cyclopropane-carboxylateHCID 13093787—
CatalystPalladium hydroxideHCID 9942167—
SolventEthyl AcetateHCID 8857—
Producttert.-butyl(1R,cis)2,2-dimethyl-3-[Z-2-carboxy-ethenyl]cyclopropane-carboxylateHCID 1280777599.2%

Reaction Steps

2 g of 1,1-dimethylethyl (1R,cis) 2,2-dimethyl-3[2-carboxyethynyl]-cyclopropane-carboxylate in 41 ml of ethyl acetate were hydrogenated in the presence of 0.38 g of 10% palladium hydroxide on barium sulfate and 0.4 ml of quinoline and the mixture was filtered. The filfrate was washed with 0.5N hydrochloric acid, then with water until neutral, dried and evaporated to dryness under reduced pressure to obtain 2 g of 1,1-dimethylethyl (1R,cis) 2,2-dimethyl-3-[(Z) 2-carboxyethenyl]-cyclopropane-carboxylate melting at 94° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04542142
Source datasetuspto-grants-1985_09
ORD IDord-0ffd74569f2a42128cda8e45316efc67
Source noteuspto-grants-1985_09