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ChemicalBook CAS DataBase List 1H-[1]-BENZAZEPHE-2,5(3H, 4H)-DIONE
16511-38-9

1H-[1]-BENZAZEPHE-2,5(3H, 4H)-DIONE synthesis

12synthesis methods
-

Yield: 81%

Reaction Conditions:

in tetrahydrofuran;water

Steps:

3,4-Dihydro-1H-1-benzazepine-2,5-dione (Compound of Formula X)
3,4-Dihydro-1H-1-benzazepine-2,5-dione (Compound of Formula X) To a suspension of sodium hydride (10 mg, 0.43 mmol) in dry THF (1 mL) was added 4-(2-amino-phenyl)-4-oxo-butyric acid ethyl ester (80 mg, 0.36 mmol) under Argon at -40° C. The reaction mixture was then allowed to warm up to rt over 3 h, and then added to water (20 mL). The mixture was then extracted with DCM (3*15 mL) and the combined extracts were then dried (sodium sulfate), and evaporated to leave an off-white solid. Recrystallization from EtOAc afforded a white solid (51 mg, 81%), m/z 175 (M).

References:

Masciadri, Raffaello;Thomas, Andrew William;Wichmann, Juergen US2003/55042, 2003, A1