Reaction #62196

Reaction equation

1-(4-(benzyloxy)phenyl)-2-(pyridin-4-yl)ethanone

bromine

→

title compound

Yield 96.0%

1-(4-(benzyloxy)phenyl)-2-bromo-2-(pyridin-4-yl)ethanone

Yield 96.0%

Solvents

acetic acid

acetic acid

Conditions

Workup

1. 1
   Filtrationthe solid was collected via filtration
2. 2
   Washwashed with acetic acid

Procedure

To a solution of 1-(4-(benzyloxy)phenyl)-2-(pyridin-4-yl)ethanone (1.39 g, 4.58 mmol) in acetic acid was added a solution of bromine (0.72 g, 4.58 mmol) in acetic acid (3 mL). After stirring 2 h, the solid was collected via filtration and washed with acetic acid to provide 1.67 g (96%) of the title compound as a pale yellow solid. 1H NMR (400 MHz, DMSO) δ: 5.21 (s, 1H), 7.15 (d, 2H), 7.42 (m, 3H), 7.87 (m, 1H), 8.06 (d, 2H), 8.77 (m, 1H). MS m/z: 382 [M+1]+.

Source