Hydrogen Bromide → 4-Bromo-1-(bromomethyl)-2-chlorobenzene

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Reaction Steps

To 4-bromo-2-chlorobenzyl alcohol (399 g) of Reference Example 12 were added toluene (2452 mL) and 48% aqueous hydrogen bromide solution (2453 mL), and the mixture was refluxed with stirring for 2 hr. After cooling, water and ethyl acetate were added to the reaction mixture. After partitioning and extraction, the organic layer was washed with water, 1M aqueous sodium hydroxide solution and 25% brine, and dried over anhydrous magnesium sulfate. The solvent was evaporated under reduced pressure to give the title compound (535 g) as a pale-yellow oil.

Provenance & Evidence