m-Chloroperbenzoic acid → HCID 23336529, compound

Participants

Reaction Conditions

Reaction Steps

A solution of N-acetyl-7-methylthio-1,2,3,4-tetrahydroisoquinoline, (2 gm., 0.009 m.) in 20 ml. of chloroform was cooled to -20° C. and treated with (1.6 gm., 0.009 m.) m-chloroperbenzoic acid. The reaction mixture was allowed to warm to 25° C. and was washed with 10% aqueous sodium carbonate, dried over sodium sulfate and evaporated to yield N-acetyl-7-methylsulfinyl-1,2,3,4-tetrahydroisoquinoline. This compound was hydrolyzed following the procedure set forth in Example 1 to yield 7-methylsulfinyl-1,2,3,4-tetrahydroisoquinoline hydrochloride, m.p. 200°-202° C. from ethanol-ethyl acetate.

Provenance & Evidence