Hydrogen Bromide → 5-Bromo-2-(bromomethyl)-1,3-difluorobenzene

A solution of 5-Bromo-2-hydroxymethyl-1,3-difluoro-benzene (0.89 g, 4.0 mmol) and 30 wt % of hydrogen bromide in acetic acid was stirred at room temperature for 90 minutes before it was poured into 80 ml of water. The mixture was extracted with pentane (3×50 ml) and the combined organic layers were washed with water (3×20 ml), dried over MgSO4 and concentrated at low pressure to afford the desired product (10.0 g, 98% yield). 1H NMR (CDCl3) δ: 4.47 (s, 2H), 7.09-7.10 (m, 1H), 7.12-7.13 (m, 1H).

1. extractionThe mixture was extracted with pentane (3×50 ml)
2. washthe combined organic layers were washed with water (3×20 ml)
3. dry with materialdried over MgSO4
4. concentrationconcentrated at low pressure

ORD record

ord-c209f1764d784170b4d1036db75ce402

Source dataset

uspto-grants-2009_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07473790B2