反応 #169669

反応方程式

niacin

2-Hydroxy-succinic acid 4-(4-allyl-2-methoxy-phenyl)ester

N-ethyldiisopropyl amine

EDCI.HCl

HOBt

→

oil

収率 58.4%

2-(Pyridine-3-carbonyloxy)-succinic acid 4-(4-allyl-2-methoxy-phenyl)ester 1-methyl ester

収率 58.4%

溶媒

DCM

dichloromethane

反応条件

後処理

1. 1
   workup.STIRRINGthe reaction mixture was stirred at room temperature (25° C.) over a period of 5 h
2. 2
   洗浄washed with water (4×50 mL)
3. 3
   乾燥dried over sodium sulphate
4. 4
   その他The crude product obtained upon evaporation of volatiles
5. 5
   その他was purified by column chromatography

実験手順

To a suspension of niacin (90 mg, 0.7 mmol) in dichloromethane (10.0 mL) were added N-ethyldiisopropyl amine (0.58 mL, 3.0 mmol), EDCI.HCl (380 mg, 2.0 mmol), HOBt (50 mg, 0.3 mmol) at 0° C. and stirred for 15 min. Then 2-Hydroxy-succinic acid 4-(4-allyl-2-methoxy-phenyl)ester (200 mg, 0.6 mmol) was added at the same temperature and the reaction mixture was stirred at room temperature (25° C.) over a period of 5 h. The reaction mixture was diluted with DCM (150 mL), washed with water (4×50 mL) and dried over sodium sulphate. The crude product obtained upon evaporation of volatiles was purified by column chromatography to obtain pale yellow viscous oil (140 mg, 51%).

出典