Azobisisobutyronitrile → HCID 58758947, compound

Participants

Reaction Conditions

Reaction Steps

11.2 g (0.063 mol) N-bromosuccinimide, and 0.12 g AIBN (2,2-azobis(2-methylpropionitrile)) were suspended in 50 ml carbon tetrachloride and heated to 40° C. under argon. Then a solution of 20.45 g (0.06 mol) of 2-Hydroxy-1{-4-[4-(2-hydroxy-2-methyl-propionyl)-benzyl]-phenyl}2-methyl-propan-1-one (known from PCT Int. Appl. WO 2003040076) in 50 ml carbon tetrachloride was added dropwise over 15 min. After stirring at 75° C. for 3 h, the reaction mixture was cooled to 25° C., filtered, and washed neutral with water, dried over magnesium sulfate and concentrated by evaporation. The raw product (28.4 g) was a brownish resin that was pure enough for further derivatization of the benzylic bromide. The structure was confirmed by 1H-NMR (CDCl3): δ [ppm]: 8.04 (d, 4H), 7.53 (d, 4H), 6.28 (s, 1H, benzylic), 3.95, (s, 2H, OH), 1.61 (s, 12H),

Provenance & Evidence