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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1161938Generated: October 29, 2026

Triethylamine → Benzyl-(2S)-2-[amino(hydroxyimino)methyl]4,4-difluoropyrrolidine-1-carboxylate

https://huagongshe.com/reaction/1161938

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriethylamineHCID 8471—
ReactantHydroxyamine hydrochlorideHCID 443297—
ReactantBenzyl-(2S)-2-cyano-4,4-difluoropyrrolidine-1-carboxylateHCID 23626153—
SolventEthanolHCID 702—
ProductBenzyl-(2S)-2-[amino(hydroxyimino)methyl]4,4-difluoropyrrolidine-1-carboxylateHCID 86609167—

Reaction Steps

A solution of benzyl-(2S)-2-cyano-4,4-difluoropyrrolidine-1-carboxylate, hydroxylamine hydrochloride (1.4 eq.) and triethylamine (1.7 eq.) in ethanol was refluxed under nitrogen for 5 hours. Mixture was concentrated and residues taken up in ethyl acetate and washed with water and brine. Combined organics were dried over Na2SO4 and evaporated to give title compound as a foam.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07820660B2
Source datasetuspto-grants-2010_10
ORD IDord-146cd6ac5367439dbf0f6501a8ab1ef7
Source noteuspto-grants-2010_10