Thionyl Chloride → HCID 86741632, compound

Participants

Reaction Steps

A suspension of 7.0 g (0.023 mole) of 5-methoxy-1-phenylmethyl-1H-indole-2-carboxylic acid, ethyl ester (Y. Murakami, et al, Synthesis, 738 (1984)) in 75 ml of n-heptane under an argon atmosphere was cooled in ice and treated with 15.0 ml (24.5 g; 0.21 mole) of thionyl chloride. The mixture was stirred for 30 minutes, and the precipitated sulfinyl chloride intermediate was filtered and washed several times with hexane to yield 7.3 g (76% yield) of 3-(chlorosulfinyl)-5-methoxy-1-phenylmethyl-1H-indole-2-carboxylic acid, ethyl ester.

Provenance & Evidence