Ethyl Bromide → 3-(1-Ethyl-1-hydroxy-propyl)-beta-carboline

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Reaction Steps

480 mg of β-carboline-3-carboxylic acid estyl ester are dissolved in 40 ml of tetrahydrofuran and added drop by drop to a Grignard solution consisting of 144 mg of magnesium chips and 660 mg of ethylbromide in 10 ml of diethyl ether. After 2 hours of reflux it is mixed with aqueous ammonium chloride solution and extracted with methylene chloride. After drying, filtering and evaporation, the residue is chromatographed on silica gel with toluene/glacial acetic acid/water=10:10:1 as eluant. 120 mg of 3-(1-ethyl-1-hydroxy-propyl)-β-carboline are obtained as oil.

Provenance & Evidence