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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2114795Generated: October 30, 2026

Sodium Hydroxide → (S)-1-((Benzyloxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acid

https://huagongshe.com/reaction/2114795

Reaction equation

Participants

RoleNameHCIDCharge
ReactantSodium HydroxideHCID 14798—
Reactant1-benzyl 2-methyl (2S)-4,4-difluoropyrrolidine-1,2-dicarboxylateHCID 49757938—
SolventMethanolHCID 887—
Product(S)-1-((Benzyloxy)carbonyl)-4,4-difluoropyrrolidine-2-carboxylic acidHCID 53909714—

Reaction Steps

A solution of 1-benzyl 2-methyl (2S)-4,4-difluoropyrrolidine-1,2-dicarboxylate in methanol was refluxed with 2N NaOH (2 eq) for 2 hours. Methanol was removed and pH adjusted to 1 with 3 N HCl obtaining a suspension which was extracted several times with ethyl acetate. Combined organics were dried over Na2SO4 and evaporated to give title product as a dark brown oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07435734B2
Source datasetuspto-grants-2008_10
ORD IDord-e67ddb6eda7a435a97c8e4f6582f2a8b
Source noteuspto-grants-2008_10