反应详情

To a stirred solution of N-(4-aminophenethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline (18.5 g, 0.056 m) in toluene (200 ml) under nitrogen was added 97% formic acid (25 ml) and the mixture heated to reflux, collecting the toluene insoluble material in a Dean-Stark tube. After 25 ml had been collected (ca 1 hr) the mixture was cooled and analyzed by TLC to insure completion. The mixture was poured into 500 ml H2O and basified to pH 11 with 10% NaOH, then extracted with CHCl3 (3×250 ml) and the combined extracts dried over MgSO4. Evaporation of the solvent gave N-(4-formamidophenethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline as an oil, 20.0 g (100% yield).

1. temperaturethe mixture heated
2. temperatureto reflux
3. customcollecting the toluene insoluble material in a Dean-Stark tube
4. customAfter 25 ml had been collected (ca 1 hr) the mixture
5. temperaturewas cooled
6. additionThe mixture was poured into 500 ml H2O and basified to pH 11 with 10% NaOH
7. extractionextracted with CHCl3 (3×250 ml)
8. dry with materialthe combined extracts dried over MgSO4
9. customEvaporation of the solvent