반응 #164883

반응 방정식

(3-Nitrophenyl)boronic acid

3-fluoro-N-(3-iodo-4-methylphenyl)-5-(trifluoromethyl)benzamide

potassium carbonate

→

product

수율 97.8%

3-Fluoro-N-(6-methyl-3′-nitrobiphenyl-3-yl)-5-(trifluoromethyl)benzamide

수율 97.8%

용매

toluene

ethanol

water

반응 조건

후처리

1. 1
   기타was degassed
2. 2
   온도the resulting mixture was heated
3. 3
   온도to reflux for 18 hours
4. 4
   추출The reaction was extracted with ethyl acetate
5. 5
   세척the organic extracts were washed with water, saturated NaCl
6. 6
   건조dried (MgSO4)
7. 7
   농축concentrated in vacuo
8. 8
   기타The residue was purified by column chromatography

실험 절차

(3-Nitrophenyl)boronic acid (1.7 g, 10.0 mmol) was mixed with 3-fluoro-N-(3-iodo-4-methylphenyl)-5-(trifluoromethyl)benzamide (4.30 g, 10.2 mmol) and potassium carbonate (2.5 g, 18 mmol) in toluene (75.00 mL), ethanol (11.00 mL) and water (10.00 mL) and was degassed. To the mixture was added tetrakis(triphenylphosphine)palladium(0) (0.50 g, 0.43 mmol) and the resulting mixture was heated to reflux for 18 hours. The reaction was extracted with ethyl acetate and the organic extracts were washed with water, saturated NaCl, dried (MgSO4) and then concentrated in vacuo. The residue was purified by column chromatography using 20% EtOAc/hexanes to give the product (4.09 g, 96% yield). MS (EI) m/z=419 (M+H).

출처