Bromine → 2-Bromo-1-(4-bromo-2-fluorophenyl)ethanone

Temperature

5 °C

1-(4-Bromo-2-fluorophenyl)ethanone (2.59 g, 11.9 mmol, 1.00 equiv) was dissolved in chloroform (5 mL) and cooled to 5° C. Bromine (0.613 mL, 11.9 mmol, 1.00 equiv) was added dropwise via syringe. On completion of the addition, the bath was removed and the reaction was allowed to warm to room temperature. After two hours, the reaction was poured onto ice and diluted with EtOAc. The mixture was washed sequentially with saturated NaHCO3, water, and saturated NaCl. The organic phase was dried over Na2SO4, filtered and concentrated to afford 3.14 g (89%) of a white solid. 1H NMR (CDCl3) δ 17.92-7.83 (m, 1H), 7.51-40 (m, 2H), 4.50 (s, 2H).

1. additionOn completion of the addition
2. customthe bath was removed
3. temperatureto warm to room temperature
4. additionthe reaction was poured onto ice
5. additiondiluted with EtOAc
6. washThe mixture was washed sequentially with saturated NaHCO3, water, and saturated NaCl
7. dry with materialThe organic phase was dried over Na2SO4
8. filtrationfiltered
9. concentrationconcentrated

ORD record

ord-f83cceb8e48a4ae79c247f63355d9ac5

Source dataset

uspto-grants-2010_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07749998B2