Реакция #1483076

Уравнение реакции

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

Выход 83.0%

Растворители

ether

ethyl acetate

Условия реакции

Обработка

1. 1
   Промывкаwashed with aq. NaHCO3 (50 mL)
2. 2
   СушкаThe organic layer was dried over MgSO4
3. 3
   Фильтрацияfiltered
4. 4
   Концентрированиеconcentrated

Методика

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).

Источник