反应 #48482

反应方程式

5-(1H-Indole-3-carbonyloxy)-10-oxo-8-aza-tricyclo[5.3.1.03,8]undecane-9-carboxylic acid methyl ester

LiCl

AcOEt MeOH

→

1H-Indole-3-carboxylic acid 10-oxo-8-aza-tricyclo[5.3.1.03,8]undec-5-yl ester

收率 83.0%

溶剂

dimethylformamide

反应条件

后处理

1. 1
   其他Once 4 hours
2. 2
   workup.WAITthe mixture is left
3. 3
   温度to cool
4. 4
   其他Volatile substances are evaporated at low pressure
5. 5
   workup.DISSOLUTIONthe residue is dissolved in dichloromethane (150 mL)
6. 6
   洗涤This is washed with a saturated aqueous solution of NaCl (70 mL)
7. 7
   干燥the organic phase is dried over magnesium sulphate
8. 8
   其他evaporated

实验过程

A mixture of 3.1 gr (8.1 mmol) of 5-(1H-Indole-3-carbonyloxy)-10-oxo-8-aza-tricyclo[5.3.1.03,8]undecane-9-carboxylic acid methyl ester and LiCl (0.69 gr, 16.23 mmol) in dimethylformamide (90 mL) is heated to 140° C. Once 4 hours have elapsed, and after checking by thin-layer chromatography (AcOEt/MeOH 9:1) that the reaction has been completed, the mixture is left to cool. Volatile substances are evaporated at low pressure and the residue is dissolved in dichloromethane (150 mL). This is washed with a saturated aqueous solution of NaCl (70 mL), and the organic phase is dried over magnesium sulphate and evaporated, to provide crude 1H-Indole-3-carboxylic acid 10-oxo-8-aza-tricyclo[5.3.1.03,8]undec-5-yl ester as a solid (2.18 gr, 83%).

来源