4-BROMOMETHYLBIPHEBYL-2'-CARBOXYLIC ACID synthesis

Yield: 82.5%

Reaction Conditions:

with N-Bromosuccinimide;azobisisobutyronitrile in methanol;acetic acid methyl ester;water

Steps:

5 EXAMPLE 5
EXAMPLE 5 212 kg of 4-methylbiphenyl-2'-carboxylic acid, 195.8 kg of NBS, 1.6 kg of AIBN, and 530 liters of methyl acetate are placed in a 1200 liters enamel stirring apparatus and the mixture is heated to 60° C. to 65° C. The reaction mixture begins to boil and after about 80% of the reaction time the NBS goes into solution. As soon as the solution has become practically colorless, 424 liters of solvent are distilled off under normal pressure and then 424 liters of methanol and 106 liters of water are added. The resulting mixture is cooled to 15° C. to 25° C. and stirred for a further 1 hour. The product precipitated is separated by centrifuigation, washed with a mixture of 424 liters of methanol and 106 liters of water, and dried. Yield: 240 kg of 4-bromomethylbiphenyl-2'-carboxylic acid (82.5% of theory).

References:

Schneider, Heinrich;Schneider, Margarete US2002/95042, 2002, A1