反応 #48482

反応方程式

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

収率 83.0%

溶媒

dimethylformamide

反応条件

後処理

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

実験手順

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%).

出典