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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1090519Generated: October 30, 2026

3-(Triphenyl-lambda~5~-phosphanylidene)butan-2-one → 1-Allyloxycarbonyl-3-(2-methyl-3-oxo-1-butenyl)pyrrolidine

https://huagongshe.com/reaction/1090519

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Triphenyl-lambda~5~-phosphanylidene)butan-2-oneHCID 301922—
Reactant1-Allyloxycarbonyl-3-formylpyrrolidineHCID 19914877—
SolventDichloromethaneHCID 6344—
Product1-Allyloxycarbonyl-3-(2-methyl-3-oxo-1-butenyl)pyrrolidineHCID 5720930094.8%

Reaction Steps

A solution of 1-allyloxycarbonyl-3-formylpyrrolidine (13.45 g) and 3-triphenylphosphoranylidenebutan-2-one (25.60 g) in dichloromethane (15 ml) was refluxed for 20 hours. The mixture was concentrated under reduced pressure to give a syrup. The syrup was subjected to a column chromatography on silica gel (200 g) and eluted with a mixture of ethyl acetate and hexane (4:6 V/V) to give 1-allyloxycarbonyl-3-(2-methyl-3-oxo-1-butenyl)pyrrolidine (16.52 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05081237
Source datasetuspto-grants-1992_01
ORD IDord-f432b0c1bb774f1b9a2b3e05eb8c8a6b
Source noteuspto-grants-1992_01