反应详情

A solution of 1.5 g of 2-methyl-2-cyano-7-(2-ethyl-4-bromo-5-benzyloxyphenoxy)heptane and 0.5 g of tetrakis(triphenylphosphine)palladium(0) in 70 mL of benzene was stirred with 15 mL of 2.0M sodium carbonate. A solution of 1.1 g of 4-fluorophenyl boronic acid in 15 mL of ethanol was added. The mixture was heated at reflux for 16 hours. The mixture was cooled and diluted with ethyl acetate. The organic phase was washed with saturated ammonium chloride, washed with saturated sodium chloride, dried over sodium sulfate, and evaporated in vacuo. The residue was chromatographed on silica gel eluting with hexane/ethyl ether to provide 1.44 g (93%) of the desired title intermediate. NMR.

1. temperatureThe mixture was heated
2. temperatureat reflux for 16 hours
3. temperatureThe mixture was cooled
4. washThe organic phase was washed with saturated ammonium chloride
5. washwashed with saturated sodium chloride
6. dry with materialdried over sodium sulfate
7. customevaporated in vacuo
8. customThe residue was chromatographed on silica gel eluting with hexane/ethyl ether