反应详情

温度

80 °C

A solution of 4-bromo-2-nitro-phenylamine (5.00 g, 0.0230 mol) in DME (100 mL) was treated with (2-trifluoromethylphenyl) boronic acid (5.25 g, 0.0277 mol), LiCl (0.976 g, 0.0230 mol), and 2M aqueous Na2CO3 (92.1 mL, 0.184 mol). The resulting mixture was heated to 80° C. under a stream of Argon, treated with Pd(PPh3)4 (2.66 g, 0.00230 mol) and heated to 80° C. overnight. The cooled mixture was diluted with water and extracted thrice with EtOAc. The combined organic layers were dried over MgSO4 and concentrated in vacuo. The residue was purified on a 200-g Sepra Si 50 SPE column (Isco system: flow rate=40 mL/min; eluting with EtOAc/hexanes, 5:95 v/v, over 10 min, 5:95 to 20:80, v/v over 25 min, and 20:80 to 40:60 v/v over 35 min) to yield 3-nitro-2′-trifluoromethyl-biphenyl-4-ylamine as an orange solid

1. temperatureheated to 80° C. overnight
2. extractionextracted thrice with EtOAc
3. dry with materialThe combined organic layers were dried over MgSO4
4. concentrationconcentrated in vacuo
5. customThe residue was purified on a 200-g Sepra Si 50 SPE column (Isco system
6. washeluting with EtOAc/hexanes, 5:95 v/v, over 10 min