تفاعل #77790

معادلة التفاعل

HCl

5-Bromo-6-fluoro-indole

KOtBu

Di-tert.butylcarbonate

→

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

المردود 84.4%

المذيبات

water

DMF

ظروف التفاعل

المعالجة

1. 1
   استخلاصextracted with Et2O
2. 2
   تجفيفDrying of the organic layers with MgSO4, evaporation of the solvent, and chromatography on silica gel with hexane/EtOAc 49:1

الإجراء التجريبي

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).

المصدر