![](/CAS/20180808/GIF/914221-54-8.gif)
1-(5-Bromo-2-fluoro-4-methoxyphenyl)ethanone synthesis
- Product Name:1-(5-Bromo-2-fluoro-4-methoxyphenyl)ethanone
- CAS Number:914221-54-8
- Molecular formula:C9H8BrFO2
- Molecular Weight:247.06
Yield:914221-54-8 100%
Reaction Conditions:
with aluminum (III) chloride in 1,2-dichloro-ethane at -10 - 5; for 1 h;
Steps:
2.2
The solution of anisole of formula 2 (Scheme 6) (61.5 g, 0.3 mol) in 1,2-dichloroethane (DCE) (600 mL) was cooled to -10 °C and AlCl3 was added in portions, maintaining the temperature below 2 °C. The solution was then cooled to -5 °C and acetyl chloride (56 mL, 0.79 mol) was added dropwise maintaining the internal temperature below 5 °C. The reaction mixture was aged for 1 hour at 0 °C. At this time HPLC showed no more starting material. The reaction mixture was quenched into ice (600 g) at a rate such that the internal temperature remained below 20 °C. The resulting mixture was extracted with EtOAc (400 mL) and the organic phase then washed with 1 M HCL (400 mL), saturated NaHCO3 (400 mL) and brine (200 mL), dried over Na2SO4 and filtered. The solvent was removed under reduced pressure to give acetophenon of formula 3 (Scheme 6) as a white solid (74.0 g,100%): mp 113-117 °C; 1H NMR (CDCl3) δ 2.59 (d, J = 5.1 Hz, 3H), 3.95 (s, 3H), 6.64 (d, J = 12.5 Hz, 1H), 8.13 (d, J = 7.9 Hz, 1H).
References:
EP2468735,2012,A1 Location in patent:Page/Page column 31
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