N-bromobutanimide → methyl 2-(2-bromo-1-methyl-1H-indol-3-yl)pentanoate

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Reaction Steps

A solution of methyl 2-(1-methyl-1H-indol-3-yl)pentanoate (12b) (860 mg, 3.44 mmol) and N-bromosuccinimide (623 mg, 3.5 mmol) in tetrachloromethane (20 mL) was stirred at room temperature for 5 hours. The mixture was then filtered and the filtrate was washed with water (10 mL), brine (10 mL), dried over sodium sulfate, filtered and evaporated under reduced pressure to afford the desired product (12c) as a brown oil without further purification (1.13 g, 3.44 mmol, 100%).

Provenance & Evidence