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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 574840Generated: October 25, 2026

Trifluoroacetic acid → methyl (2S)-4,4-difluoropyrrolidine-2-carboxylate

https://huagongshe.com/reaction/574840

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTrifluoroacetic acidHCID 6422—
ReactantN-Boc-4,4-difluoro-L-proline methyl esterHCID 11129200—
SolventDichloromethaneHCID 6344—
Productmethyl (2S)-4,4-difluoropyrrolidine-2-carboxylateHCID 45082563—

Reaction Steps

(S)-1-tert-butyl 2-methyl 4,4-difluoropyrrolidine-1,2-dicarboxylate (0.472 g) in CH2Cl2 (1 mL) was treated with trifluoroacetic acid (1.4 mL), stirred at ambient temperature for 4 hours, and concentrated. The product was free-based using a MEGA BE-SCX column with 1:1 CH2Cl2/methanol as eluent for the trifluoroacetic acid. The product was released from the column with 5% (7 M ammonia in methanol) in CH2Cl2 as eluent.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09034875B2
Source datasetuspto-grants-2015_05
ORD IDord-1bb5d40599c04be0bbd0e56d737e3460
Source noteuspto-grants-2015_05