反应详情

A solution of 175 g (0.35 mol) of [(4-fluoro-2-nitrophenyl)methyl]-triphenylphosphonium bromide in 760 mL of EtOH and 380 mL of 48% HBr was brought to reflux and 138 g (2.1 mol) of zinc dust was added in portions over 4 h and refluxed further for 2 h. The mixture was cooled and the EtOH evaporated. The residue was partitioned between CH2Cl2 and H2O. The CH2Cl2 solution was washed with 7M NH4OH. The aqueous phase was decanted and the precipitate dissolved in CH2Cl2 /EtOH. The organic phase was washed with brine, dried (Na2SO4) and concentrated. There was obtained 89 g (54%) of [(2-amino-4-fluorophenyl)methyl]triphenylphosphonium bromide as a solid: 1H NMR (Me2SO-d6) δ 8.0-7.6 (m, 15H); 6.6 (m, 1H); 6.4 (m, 1H); 6.15 (m, 1H); 5.5 (br s, 2H); 4.95 (d, 2H). ##STR17##

1. temperatureto reflux
2. temperaturerefluxed further for 2 h
3. temperatureThe mixture was cooled
4. customthe EtOH evaporated
5. customThe residue was partitioned between CH2Cl2 and H2O
6. washThe CH2Cl2 solution was washed with 7M NH4OH
7. customThe aqueous phase was decanted
8. dissolutionthe precipitate dissolved in CH2Cl2 /EtOH
9. washThe organic phase was washed with brine
10. dry with materialdried (Na2SO4)
11. concentrationconcentrated