반응 #63506

반응 방정식

N-(4-aminophenethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline

formic acid

→

N-(4-formamidophenethyl)-1,2,3,4-tetrahydro-6,7-dimethoxy-1-methylisoquinoline

수율 100.0%

용매

toluene

반응 조건

후처리

1. 1
   온도the mixture heated
2. 2
   온도to reflux
3. 3
   기타collecting the toluene insoluble material in a Dean-Stark tube
4. 4
   기타After 25 ml had been collected (ca 1 hr) the mixture
5. 5
   온도was cooled
6. 6
   workup.ADDITIONThe mixture was poured into 500 ml H2O and basified to pH 11 with 10% NaOH
7. 7
   추출extracted with CHCl3 (3×250 ml)
8. 8
   건조the combined extracts dried over MgSO4
9. 9
   기타Evaporation of the solvent

실험 절차

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).

출처