반응 #48482

반응 방정식

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

수율 83.0%

용매

dimethylformamide

반응 조건

후처리

1. 1
   기타Once 4 hours
2. 2
   workup.WAITthe mixture is left
3. 3
   온도to cool
4. 4
   기타Volatile substances are evaporated at low pressure
5. 5
   workup.DISSOLUTIONthe residue is dissolved in dichloromethane (150 mL)
6. 6
   세척This is washed with a saturated aqueous solution of NaCl (70 mL)
7. 7
   건조the organic phase is dried over magnesium sulphate
8. 8
   기타evaporated

실험 절차

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%).

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