1,3-Dihydro-7,8-dimethoxy-2H-3-benzazepin-2-one → 7,8-dimethoxy-2,3,4,5-tetrahydro-1H-3-benzazepin-2-one

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Reaction Steps

A suspension of 7,8-dimethoxy-1,3-dihydro-2H-3-benzazepin-2-one (21.9 g, 0.1 mol) and 10% palladium/charcoal (1.5 g) in glacial acetic acid (200 ml) is hydrogenated at 50° C. under hydrogen pressure (5 bar). After the catalyst has been filtered off the solvent is evaporated off in vacuo and the residue is taken up in methylene chloride. After extraction with sodium bicarbonate solution and washing with water, the mixture is dried over magnesium sulphate and concentrated and purified over silica gel with methylene chloride and then with increasing amounts of methanol (up to 10%). Yield: 12.6 g. Mp: 188°-191° C.

Provenance & Evidence