Reaktion #1483076

Reaktionsgleichung

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

Ausbeute 83.0%

Lösungsmittel

ether

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Waschenwashed with aq. NaHCO3 (50 mL)
2. 2
   TrocknenThe organic layer was dried over MgSO4
3. 3
   Filtrationfiltered
4. 4
   Einengenconcentrated

Vorschrift

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).

Quelle