反应详情

A bipsasic solution of 2,3-difluoro-4-(5,5,6,6,7,7,8,8,8-nonafluoro-octyloxy)-phenylboronic acid (11A) (1 equi.), 4-bromo-benzoic acid-ethyl ester (12), (1 equi.), sodium carbonate (2.7 equi.), and tetrakis(triphenylphoshine)palladium catalyst (0.01 equi.) in water-toluene (1:1) (2 mL/mmole) was stirred at 100 C temperature for 12 h., cooled to room temperature, extracted with ethyl acetate:hexane(1:1), washed with brine, dried over MgSO4, and concentrated in vacuo. The purification by chromatography on silica gel (5% EtOAc/hexanes) and recrystallization from acetonitrile afforded 2′,3′-difluoro-4′-(5,5,6,6,7,7,8,8,8-nonafluoro-octyloxy)-biphenyl-4-carboxylic acid ethyl ester (13A), as a white solid (88%).

1. extractionextracted with ethyl acetate:hexane(1:1)
2. washwashed with brine
3. dry with materialdried over MgSO4
4. concentrationconcentrated in vacuo
5. customThe purification by chromatography
6. customon silica gel (5% EtOAc/hexanes) and recrystallization from acetonitrile