반응 #87168

반응 방정식

LiOH

(R)-methyl 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylate

→

(R)-1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid

수율 90.7%

용매

THF H2O

반응 조건

후처리

1. 1
   기타THF was removed
2. 2
   세척the remaining aqueous solution was washed with diethyl ether (50 mL×2)
3. 3
   추출the resulting mixture was extracted with DCM (40 ml×3)
4. 4
   세척The combined extracts were washed with water (100 mL×3) and brine (100 mL×1)
5. 5
   건조dried over anhydrous sodium sulfate
6. 6
   농축concentrated

실험 절차

LiOH (1.36 g, 32.5 mmol) was added to a solution of (R)-methyl 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylate (3.18 g, 10.9 mmol) in THF/H2O (1:1, 40 mL) at 0° C. and the reaction mixture was stirred for 1 h. THF was removed and the remaining aqueous solution was washed with diethyl ether (50 mL×2). The aqueous phase was adjusted to pH=5 with 3 N aqueous HCl and the resulting mixture was extracted with DCM (40 ml×3). The combined extracts were washed with water (100 mL×3) and brine (100 mL×1), dried over anhydrous sodium sulfate and concentrated to afford compound (R)-1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid (2.76 g, 88% yield) as a colorless solid. (S)-1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid was prepared using the same method.

출처