Methanethiol → HCID 12067529, compound

Participants

Reaction Steps

After 20 g of 2-bromo-6-methoxy-1-tetralone [synthesized in accordance with procedures described in W. S. Johnson, et al., J. Am. Chem. Soc., vol.66, p.218 to 220 (1944)] was dissolved into 100 ml of tetrahydrofuran, 36.5 g of a 15% aqueous solution of a sodium salt of methylmercaptan was added dropwise thereto. After the stirring for 3 hours at room temperature, the reaction mixture was poured into 300 ml of cold water. An organic layer was extracted with 200 ml of ether, and the ether layer was sequentially washed with a sodium chloride aqueous solution and water. After the ether layer was dried with magnesium sulfate, the solvent was removed by evaporated under vacuum. The residue was dissolved into 320 ml of a mixed solvent of hexane/ethyl acetate (7/1), and silica gel was added thereto for adsorbing impurities. After the silica gel was removed by filtration, the filtrate was concentrate under vacuum to provide 11.06 g of 6-methoxy-2-(methylthio)-1-tetralone (yield: 64%).

Provenance & Evidence