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1-butyl-5-oxopyrrolidine-3-carboxylic acid synthesis

2synthesis methods
-

Yield:43094-86-6 93%

Reaction Conditions:

Stage #1: methyl 1-(1-butyl)-5-oxo-3-pyrrolidinecarboxylatewith methanol;lithium hydroxide;water at 20; for 4 h;
Stage #2: with hydrogenchloride;water pH=2 - 3;

Steps:

19.B

Step B: l-butyl-S-oxo-pyrrolidine-S-carboxylic acidl-butyl-S-oxo-pyrrolidine-S-carboxylic acid methyl ester (1 g, 4.6 mmol) obtained in Step A was dissolved in MeOH (1 mL), and water (5 mL) was added thereto, followed by addition of LiOH (529 mg, 23 mmol). The reaction solution was stirred at room temperature for 4 hours. After the reaction was complete, MeOH was removed by distillation under reduced pressure and the reaction solution was adjusted to a pH of 2 to 3 with addition of IN HCl, followed by extraction with EtOAc to afford the title compound (851 mg, 93%).MS[M+l] =200 (M+l)

References:

WO2009/38412,2009,A2 Location in patent:Page/Page column 46

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