반응 #87167

반응 방정식

SOCl2

methanol

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

→

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

수율 81.0%

반응 조건

후처리

1. 1
   온도heated
2. 2
   온도under reflux for 7 h
3. 3
   온도The mixture was cooled to ambient temperature
4. 4
   농축concentrated
5. 5
   기타The residue was purified by flash column chromatography on silica gel (petroleum ether/EtOAc=6:1 to 2:1)

실험 절차

SOCl2 (6.4 g, 54 mmol) was added dropwise to methanol (40 mL) followed by addition of 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylic acid (5.0 g, 18 mmol) at 0° C. The reaction mixture was stirred at ambient temperature for 1 h and then heated under reflux for 7 h. The mixture was cooled to ambient temperature and concentrated. The residue was purified by flash column chromatography on silica gel (petroleum ether/EtOAc=6:1 to 2:1) to afford methyl 1-(2,4-dimethoxybenzyl)-5-oxopyrrolidine-3-carboxylate (a mixture of two enantiomers, 4.3 g, 81% yield) as a colorless oil. The two enantiomers were separated by chiral prep-HPLC.

출처