Thionyl Chloride → 1-Chloromethyl-3-methyl-4-phenylthiobenzene

Participants

Reaction Steps

Thus obtained 1-hydroxymethyl-3-methyl-4-phenylthiobenzene was dissolved in 100 ml of methylene chloride, and 23.34 ml of thionyl chloride was added while ice-cooling and stirring. After stirring for 1 hour, the reaction mixture was washed with ice water (100 ml×3), and 500 ml of ethyl acetate was added. The mixture was sequentially washed with 5% aqueous solution of sodium hydrogencarbonate (50 ml×4) and saturated brine (100 ml×2), and dried with anhydrous sodium sulfate, concentrated in vacuo, and 1-chloromethyl-3-methyl-4-phenylthiobenzene was obtained.

Provenance & Evidence