反応 #1483076

反応方程式

3-(4-amino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester

DIPEA

benzoyl chloride

THF

→

3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester

収率 83.0%

溶媒

ether

ethyl acetate

反応条件

後処理

1. 1
   洗浄washed with aq. NaHCO3 (50 mL)
2. 2
   乾燥The organic layer was dried over MgSO4
3. 3
   ろ過filtered
4. 4
   濃縮concentrated

実験手順

A solution of 3-(4-amino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester (62 mg, 0.21 mmol), DIPEA (0.06 mL, 0.32 mmol), benzoyl chloride (0.03 mL, 0.23 mmol) and THF (5 mL) was stirred for 10 hr at room temperature. The solution was then diluted with ether (20 mL) and ethyl acetate (20 mL) and washed with aq. NaHCO3 (50 mL). The organic layer was dried over MgSO4, filtered and concentrated. The remaining residue was subjected to flash chromatography (ethyl acetate/hexane, 2:3) to provide 3-(4-benzoylamino-phenylmethyl)-1-methyl-1H-indole-5-carboxylic acid methyl ester (69 mg, 83% yield).

出典