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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1650298Generated: November 2, 2026

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

https://huagongshe.com/reaction/1650298

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-(Triphenyl-lambda~5~-phosphanylidene)butan-2-oneHCID 301922—
Reactant(2S)-5-allyloxycarbonylimino-2-formyl-1-methylpyrrolidineHCID 57243365—
SolventTolueneHCID 1140—
Product(2S)-5-allyloxycarbonylimino-1-methyl-2-(2-methyl-3-oxo-1-butenyl)pyrrolidineHCID 57051389—

Reaction Conditions

Temperature80 °C

Reaction Steps

To a solution of (2S)-5-allyloxycarbonylimino-2-formyl-1-methylpyrrolidine (0.46 g) in toluene (20 ml) was added 3-triphenylphosphoranylidenebutan-2-one and the mixture was stirred at 80° C. for 2 hours. The solvent was evaporated and the residue was chromatographed on silica gel eluting with a mixture of n-hexane and ethyl acetate (1:2 V/V) to give (2S)-5-allyloxycarbonylimino-1-methyl-2-(2-methyl-3-oxo-1-butenyl)pyrrolidine (0.54 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04923857
Source datasetuspto-grants-1990_05
ORD IDord-d1bb2e3e8816403e87b1e6dbab9cba68
Source noteuspto-grants-1990_05