1-Phenyl-3-pyrrolidinecarboxylic acid synthesis

5synthesis methods

Product Name:1-Phenyl-3-pyrrolidinecarboxylic acid
CAS Number:933709-26-3
Molecular formula:C11H13NO2
Molecular Weight:191.23

3-Pyrrolidinecarboxylic acid, 1-
phenyl-, methyl ester

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Yield:933709-26-3 84%

Reaction Conditions:

Stage #1: methyl 1-phenylpyrrolidine-3-carboxylatewith sodium hydroxide at 20; for 1.5 h;
Stage #2: with sodium hydrogen sulfate

Steps:

59

INTERMEDIATE 59 - PREPARATION OF i-phenylpyrrolidine-3-carboxylic acid.; The intermediate 58 (0.15 g; 0.709 mmol) was dissolved in a solution of sodium hydroxide 2M (5 ml_). The resulting mixture was stirred at room temperature for 1.5 h and acidified with sodium hydrogen sulfate. The resulting solution was extracted with ethyl acetate, dried and concentrated under reduced pressure to afford 0.156 g (84%) of 1- phenylpyrrolidine-3-carboxylic acid as a pale rose solid which was used without further purification.

References:

WO2010/142801,2010,A1 Location in patent:Page/Page column 164

97-65-4 Synthesis