反应详情

10 ml of DMF are added to 65 g of anhydrous aluminum chloride with vigorous stirring, and cooling if necessary. 13.5 g (0.07 mole) of 6-methoxy-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one are introduced in portions into the resulting melt, and the contents of the flask are then heated to 110°-140° C., left at this temperature for 10 minutes, and thereafter stirred for a further 30 minutes without additional heating. The contents of the flask are then poured into ice water, the sand-colored precipitate formed is filtered off and the filtrate is re-extracted repeatedly with ether. The ether phases are combined, dried and concentrated on a rotary evaporator. The residue is recrystallized from an acetone/cyclohexane/ethyl acetate mixture in the presence of animal charcoal. 6.3 g of 6-hydroxy-2,3,4,5-tetrahydro-1H-1-benzazepin-2-one (51% yield), of melting point 244°-245° C., are obtained.

1. temperaturecooling if necessary
2. temperaturethe contents of the flask are then heated to 110°-140° C.
3. customthe sand-colored precipitate formed
4. filtrationis filtered off
5. extractionthe filtrate is re-extracted repeatedly with ether
6. customdried
7. concentrationconcentrated on a rotary evaporator
8. customThe residue is recrystallized from an acetone/cyclohexane/ethyl acetate mixture in the presence of animal charcoal