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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114797Generated: October 30, 2026

Triethylamine → Benzyl-(2S)-2-cyano-4,4-difluoropyrrolidine-1-carboxylate

https://huagongshe.com/reaction/2114797

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantTrifluoroacetic anhydrideHCID 9845—
ReactantBenzyl-(2S)-2-aminocarbonyl4,4-difluoropyrrolidine-1-carboxylateHCID 58786847—
SolventDichloromethaneHCID 6344—
ProductBenzyl-(2S)-2-cyano-4,4-difluoropyrrolidine-1-carboxylateHCID 23626153—

Reaction Steps

A solution of benzyl-(2S)-2-aminocarbonyl-4,4-difluoropyrrolidine-1-carboxylate and triethylamine (2.1 eq.) in dichloromethane was cooled to 0° C. and trifluoroacetic anhydride (1.1 eq.) was added dropwise under nitrogen. Stirring was continued for 1 hour allowing the mixture to reach room temperature. Volatiles removed in vacuo and residue taken up in ethyl acetate, washed with HCl 1N, brine and dried over Na2SO4. Evaporation gave title compound as brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435734B2
Source datasetuspto-grants-2008_10
ORD IDord-e0d6348fcf5d485fb080fc432accd3fa
Source noteuspto-grants-2008_10