Reaction #607485

Reaction equation

137e

di-tert-butyl 4,4-dimethylpyrrolidine-1,2-dicarboxylate

TFA

→

4,4-dimethylpyrrolidine-2-carboxylic acid

TFA

Solvents

DCM

Conditions

Workup

1. 1
   ConcentrationThe reaction solution was concentrated under reduced pressure

Procedure

A mixture of 137e (27 g, 90 mmol) and TFA (100 mL) in DCM (200 mL) was stirred at 20° C. for 16 h. See FIG. 1. The reaction solution was concentrated under reduced pressure to give 4,4-dimethylpyrrolidine-2-carboxylic acid 137f as a brown oil (27 g, TFA salt). 1H NMR (400 MHz, CDCl3): δ 12.08 (br s, 2H), 9.56 (br s, 1H), 7.77 (br s, 1H), 4.52 (s, 1H), 3.20 (s, 2H), 2.30-2.24 (m, 1H), 2.00-1.94 (m, 1H), 1.17 (s, 6H).

Source