반응 #45580

반응 방정식

water

N,N-dimethylformamide

4-bromo-3-fluoro-6-iodo-2-methoxy-5-methylphenylamine

→

compound

수율 80.0%

2-Amino-5-bromo-4-fluoro-3-methoxy-6-methylbenzonitrile

수율 80.0%

용매

brine

반응 조건

후처리

1. 1
   온도After cooling to room temperature
2. 2
   추출followed by extraction twice with ethyl acetate
3. 3
   세척the organic layer was washed with saturated brine
4. 4
   건조dried over anhydrous magnesium sulfate
5. 5
   여과After filtration and concentration under reduced pressure
6. 6
   농축the eluate with n-hexane:ethyl acetate (10:1) was concentrated under reduced pressure

실험 절차

Under nitrogen atmosphere, water (0.1 ml), zinc cyanide (59 mg, 0.5 mmol), 1,1′-bis(diphenylphosphino)ferrocene (67 mg, 0.12 mmol), bis(dibenzylideneacetone)palladium(0) (58 mg, 0.1 mmol) were added to an N,N-dimethylformamide (10 ml) solution of 4-bromo-3-fluoro-6-iodo-2-methoxy-5-methylphenylamine (I-44) (359 mg, 1.0 mmol), followed by stirring at 120 to 130° C. for 3 hours. After cooling to room temperature, saturated brine was added to the reaction liquid, followed by extraction twice with ethyl acetate, the organic layer was washed with saturated brine, then dried over anhydrous magnesium sulfate. After filtration and concentration under reduced pressure, the resulting residue was subjected to column chromatography, and the eluate with n-hexane:ethyl acetate (10:1) was concentrated under reduced pressure to obtain the entitled compound (208 mg, 80%) as a white solid.

출처