反应详情

A mixture of 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-1-oxo-1,2,3,4-tetrahydroisoquinolin-7-yl diethylcarbamate (1g, 14.0 g, 26.8 mmol) and NaOH (10.7 g, 268 mmol) in EtOH (200 mL) was refluxed overnight. The reaction mixture was concentrated under vacuum. To the reaction mixture was added H2O (200 mL) and the solution was acidified with 1 N HCl to pH 3. The reaction mixture was extracted with EtOAc (2×200 mL). The combined organic layers were washed with brine (300 mL), dried over Na2SO4 and concentrated under vacuum. To the residue was added EtOAc (20 mL) and petroleum ether (100 mL). The mixture was filtered and the solids were dried under vacuum to give 2-{[2-(benzyloxy)-4,6-dimethylpyridin-3-yl]methyl}-8-chloro-7-hydroxy-3,4-dihydroisoquinolin-1(2H)-one (1 h, 9.8 g, 87%) as an off-white solid.

1. temperaturewas refluxed overnight
2. concentrationThe reaction mixture was concentrated under vacuum
3. additionTo the reaction mixture was added H2O (200 mL)
4. extractionThe reaction mixture was extracted with EtOAc (2×200 mL)
5. washThe combined organic layers were washed with brine (300 mL)
6. dry with materialdried over Na2SO4
7. concentrationconcentrated under vacuum
8. additionTo the residue was added EtOAc (20 mL) and petroleum ether (100 mL)
9. filtrationThe mixture was filtered
10. customthe solids were dried under vacuum