Sodium Hydroxide → HCID 67756675, compound

Participants

Reaction Steps

A solution of lithium aluminum hydride in tetrahydrofuran (1M, 14.0 ml) was added to dry tetrahydrofuran (30 ml) followed by aluminum chloride (1.86 g). The mixture was stirred for 15 mins and 1,3,9,10,11,12-hexahydro-1-methyl-3-phenyl-2H-quino[4,3,2-ef][1,4]benzoxazepin-2-one (4.00 g) was added, with stirring. After 30 mins, 10% sodium hydroxide solution was added, and the mixture was extracted with ethyl acetate. The organic phase was dried over anhydrous magnesium sulfate, filtered, and the filtrate was evaporated. The residue was purified by flash chromatography (5% triethylamine-ethyl acetate). The residue, obtained by evaporation of the appropriate fractions, was treated with fumaric acid in methanol-ether. The solid was collected and recrystallized from methanol-ether to give 4.05 g (56.7%) of product, m.p. 172°-173° C.

Provenance & Evidence