Water → HCID 57687750, compound

Participants

Reaction Conditions

Reaction Steps

Under protective gas atmosphere, a mixture consisting of 30.0 g (0.17 mol) of 4-chloro-3-fluorophenylboronic acid and 29.7 g (0.16 mol) of 2-bromo-4-fluoroaniline in 170 ml of toluene and 17 ml of ethanol is treated with 3.6 g (0.003 mol) of tetrakis(triphenylphosphine)palladium(0) and stirred for 16 h at 80° C. After addition of 200 ml of toluene and 200 ml of water, the organic phase is separated off, dried over magnesium sulphate and concentrated in vacuum. Column chromatography (petroleum ether/acetone 4:1) yields 26.1 g (70% of theory) of 4′-chloro-5,3′-difluorobiphenyl-2-yl-amine with a logP (pH 2.3) of 3.18.

Provenance & Evidence