Methyl iodide → HCID 13392998, compound

Participants

Reaction Steps

(3R)-3-(2-Hydroxyethyl)-1,2,3,4-tetrahydro-β-carboline (94 mg) is dissolved in 80% methanol (2.4 ml), and thereto are added CS2 (0.026 ml) and triethylamine (0.061 ml). The mixture is stirred at room temperature for 30 minutes, and thereto is added dropwise methyl iodide (0.027 ml), and the mixture is stirred at room temperature for 4 hours. The reaction mixture is distilled to remove the solvent. The residue is dissolved in ethyl acetate. The solution is washed with water, dried over sodium sulfate and then distilled to remove the solvent. The residue is purified by thin layer chromatography (solvent, ethyl acetate:n-hexane=2:3) to give the title compound (51 mg, 38.3%) as colorless needles, m.p. 166°-167° C., NMR (CDCl3, δ): 2.72 (s, 3H, CSSCH3); Mass m/e: 306 (M+), 258 (M+ --CH3SH); [α]D20 -178.0° (c=0.1, methanol).

Provenance & Evidence