Trifluoroacetic acid → (2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidine

A solution of tert-butyl (2S)-2-(3-fluoro-4-methylbenzyl)pyrrolidine-1-carboxylate (0.95 g, 3.24 mmol), which had been obtained in Example 1 (1d), in methylene chloride (9 mL) was added with trifluoroacetic acid (2.40 mL, 32.3 mmol), and stirred at room temperature for 2 hours. The reaction solution was concentrated under reduced pressure. The residue was added with saturated aqueous sodium hydrogen carbonate solution (20 mL) and extracted with methylene chloride (20 mL×3). After that, the organic layers were dried over sodium sulfate. The solvent was distilled off under reduced pressure to give the title compound as a yellow oily substance (0.44 g, yield 71%).

1. concentrationThe reaction solution was concentrated under reduced pressure
2. additionThe residue was added with saturated aqueous sodium hydrogen carbonate solution (20 mL)
3. extractionextracted with methylene chloride (20 mL×3)
4. dry with materialAfter that, the organic layers were dried over sodium sulfate
5. distillationThe solvent was distilled off under reduced pressure

ORD record

ord-ff307bb3accf4caa9cd36146372a7974

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08173631B2