反応 #77790

反応方程式

HCl

5-Bromo-6-fluoro-indole

KOtBu

Di-tert.butylcarbonate

→

5-Bromo-6-fluoro-indole-1-carboxylic acid tert-butyl ester

収率 84.4%

溶媒

water

DMF

反応条件

後処理

1. 1
   抽出extracted with Et2O
2. 2
   乾燥Drying of the organic layers with MgSO4, evaporation of the solvent, and chromatography on silica gel with hexane/EtOAc 49:1

実験手順

To a solution of 2.1 g (9.81 mmol) 5-Bromo-6-fluoro-indole in 35 ml of DMF were added 1.54 g (13.76 mmol) KOtBu and 3.0 g (13.76 mmol) Di-tert.butylcarbonate, and the solution was stirred for 1 hr at room temperature and 30 min at 60° C. The mixture was poured into water, acidified with 2M aqueous HCl and extracted with Et2O. Drying of the organic layers with MgSO4, evaporation of the solvent, and chromatography on silica gel with hexane/EtOAc 49:1 gave 2.6 g (84%) 5-Bromo-6-fluoro-indole-1-carboxylic acid tert-butyl ester as a colorless liquid, MS: 313 (M, 1Br).

出典