(3-Bromopropyl)benzene → HCID 86753862, compound

Participants

Reaction Steps

404.5 mg of 5-benzyloxy-4-methoxymethyl-9H-pyrido[3,4-b]indole-3-carboxylic acid-(1-methylethyl)-ester (1 mmol) is dissolved in 20 ml of dimethylformamide, mixed with 597 mg of 3-phenylpropyl bromide and 40 mg of sodium hydride (60% suspension in oil), and it is stirred for one hour at room temperature. 300 ml of methyl-tert-butyl ether is added to the reaction mixture, and the organic phase is washed with 20% citric acid and saturated sodium chloride solution. The organic phase is dried on sodium sulfate and evaporated to dryness in a vacuum. The crude product that is obtained is purified on a silica gel column with ethyl acetate-hexane, and 338 mg of 5-benzyloxy-4-methoxymethyl-9-(3-phenylpropyl)-9H-pyrido[3,4-b]indole-3-carboxylic acid-(1-methylethyl)-ether is obtained.

Provenance & Evidence