Hydrogen Peroxide → HCID 14835354, compound

Participants

Reaction Steps

A solution of 300 ml of 30% hydrogen peroxide in 700 ml of glacial acetic acid was heated on a steam bath for 1 hr. To the cooled solution was added a solution of 64.0 g (0.284 mole) of (2-amino-4-ethylphenyl)phenylmethanone in 150 ml of glacial acetic acid. The dark reaction mixture was heated at 50°-70° C. for 0.5 hr, poured into 3 liters of ice water and let stand at ambient temperature overnight. The reaction mixture was extracted with six 200 ml portions of carbon tetrachloride. The combined carbon tetrachloride extracts were washed with three 200 ml portions of water and dried over magnesium sulfate. The solvent was concentrated under reduced pressure to 200 ml, treated with charcoal and filtered. The filtrate was evaporated under reduced pressure to give a dark oil as residue. A 9.0 g sample was purified by chromatography (3.5×60 cm glass column; 175 g of silica gel; benzene). Fractions containing the title compound were combined and the solvent evaporated under reduced pressure to give 6.2 g (57%) of oil. The oil was dissolved in 2-propanol and cooled to dry ice acetone temperatures to give light yellow crystals, m.p. 41°-43° C.

Provenance & Evidence