Hydroquinone → 2,5-Dihydroxybenzophenone

Participants

Reaction Conditions

Reaction Steps

In the solution of 220 g(2 mol) of hydroquinone in 500 ml of glycol dibutyl ether, 140.5 g(1 mol) of benzoyl chloride was drop-added for one hour while agitating the solution at 110° C. The mixture was maintained at 110° C. for two hours, and diethylene glycol dibutyl ether was distilled under vacuum. 1 liter of methylene chloride was added to the reaction mixture, and the unreacted excess hydroquinone was filtered and collected (recovered amount: 110 g, recycled without any purification process). A desired mono benzoyl hydroquinone was obtained by evaporating the residue under vacuum. (Yield: 207.0 g(97%). mp: 160-162° C., 1H-NMR(300 MHz, CDCl3, ppm) 5.80 (br, 1H), 6.72 (d,2H), 6.89 (d, 2H), 7.44-7.48 (m, 1H), 7.49-7.56 (m, 1H), 8.16 (d, 2H).

Provenance & Evidence