반응 #59152

반응 방정식

1-(3-methyl-4′-nitro-1,1′-biphenyl-4-yl)ethanone

pyridinium tribromide

→

2-bromo-1-(3-methyl-4′-nitro-1,1′-biphenyl-4-yl)ethanone

수율 59.0%

용매

acetic acid

반응 조건

후처리

1. 1
   온도The reaction mixture was cooled to 0-5° C.
2. 2
   여과the precipitated product was collected by filtration
3. 3
   세척washed with small amounts of water, ethanol, and diethyl ether
4. 4
   기타The crude material was purified by flash chromatography (5:95 ethyl acetate/hexane)

실험 절차

A mixture of 1-(3-methyl-4′-nitro-1,1′-biphenyl-4-yl)ethanone (5.66 g, 22 mmol), pyridinium tribromide (10.63 g, 33.0 mmol), and glacial acetic acid (60 mL) was stirred at 110° C. for 3 h. The reaction mixture was cooled to 0-5° C., and the precipitated product was collected by filtration and washed with small amounts of water, ethanol, and diethyl ether. The crude material was purified by flash chromatography (5:95 ethyl acetate/hexane) to give 2-bromo-1-(3-methyl-4′-nitro-1,1′-biphenyl-4-yl)ethanone as a light yellow solid (4.33 g, 59% yield). HPLC ret. time 3.63 min; 1H NMR (CDCl3) δ: 2.63 (s, 3H), 2.25 (s, 2H), 7.52-7.58 (m, 2H), 7.72-7.83 (m, 3H), 8.32 (d, 2H).

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