Bromide ion → 2-Bromo-2'-methylacetophenone

Temperature

0 °C

To a 250 mL RB flask fitted with magnetic stirrer was charged 60 mL of Acetic acid. To the stirred solvent was added 1-o-tolyl-ethanone (3.0 g, 22.35 mmol) RM cooled to 0° C. was added 47% hydrobromic acid (9.7 mL, 178.63 mmol), pyridinium hydro bromide per bromide (8.6 g, 26.89 mmol) slowly. The resulting mixture was stirred at RT for 3 h. The RM was then quenched with 10% sodium bicarbonate solution in water (150 mL) at 0° C. and extracted with ethyl acetate (75 mL×2). The organic layer was washed with saturated brine solution (50 mL) and dried over anhydrous Na2SO4 and evaporated to dryness. The crude compound thus obtained was purified by column chromatography on silica gel (100/200 mesh), using petroleum ether (60-80) and ethyl acetate (ratio) as eluent to give the product (2.50 g, yield: 52.5%)

1. customTo a 250 mL RB flask fitted with magnetic stirrer
2. customThe RM was then quenched with 10% sodium bicarbonate solution in water (150 mL) at 0° C.
3. extractionextracted with ethyl acetate (75 mL×2)
4. washThe organic layer was washed with saturated brine solution (50 mL)
5. dry with materialdried over anhydrous Na2SO4
6. customevaporated to dryness
7. customThe crude compound thus obtained
8. customwas purified by column chromatography on silica gel (100/200 mesh)

ORD record

ord-b6e37f425847451e8a565081cc5f546c

Source dataset

uspto-grants-2016_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09278915B2