反应详情

A solution of 5.8 g. of 1'-benzyl-1,3-dihydrospiro[isobenzofuran-1,4'-piperidine]-3-one, 40 ml. of benzene, and 2.5 ml. of ethyl chloroformate is heated under reflux for 18 hours and concentrated to a solid. Recrystallization from benzene-cyclohexane provides colorless crystals, m.p. 150°-151°, of 1,3-dihydro-1'-ethoxycarbonylspiro[isobenzofuran-1,4'-piperidine]-3-one. Reduction with lithium aluminum hydride by the method described in Example 16b provides 4-hydroxy-4-(α-hydroxy-2-tolyl)-1-methylpiperidine, m.p. 118°-119°.

1. temperatureunder reflux for 18 hours
2. concentrationconcentrated to a solid
3. customRecrystallization from benzene-cyclohexane
4. customprovides colorless crystals, m.p. 150°-151°