Ethanol → HCID 13561930, compound

Participants

Reaction Steps

To a mixture of (3RS)-1,2,3,4-tetrahydro-β-carboline-3-carboxylic acid (5.4 g), 2N NaOH (25 ml) and 50% ethanol (70 ml) is added dropwise carbon disulfide (1.5 ml) at room temperature. The mixture is stirred at room temperature for 30 minutes, and thereto is added dropwise benzyl bromide (3.5 ml), and the mixture is further stirred at the same temperature for 3 hours and then distilled to remover the solvent. To the residue is added water, and the mixture is extracted with ether. The aqueous layer is acidicied with 10% HCl, and extracted with ethyl acetate. The extract is washed with water, dried and distilled to remove the solvent. The residue is purified by silica gel column chromatography (solvent, chloroform:methanol=20:1) to give the title compound (4.8 g, 50%) as pale yellow powder.

Provenance & Evidence