HCID 14207564, compound → HCID 14207565, compound

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Reaction Steps

A solution of 5-methyl-7-benzyloxy-2-isopropoxy-4H-3,1-benzoxazin-4-one (50 mg) in ethyl acetate (80 ml) was hydrogenated over 10% palladium on charcoal at 50 psi hydrogen on a Parr hydrogenator for 5 hours. The catalyst was removed by suction filtration through Celite. The filtrate was evaporated to give a white solid which was further purified by thick layer chromatography (30% ethyl acetate: pet. ether 30-60) to give 5-methyl-7-hydroxy-2-isopropoxy-4H-3,1-benzoxazin-4-one as a white solid (23 mg), m.p. 258°-260° C. (decomp.), IR (KBr): 3100-3400, 1715, 1650, 1600 cm-1. H--NMR (CDCl3): 1.40 (d, 6H, CH3CHCH3), 2.40 (s, 3H, CH3), 5.3 (p, 1H, CH), 6.7 (m, 2H, ArH).

Provenance & Evidence