反应详情

温度

-20 °C

A stirred solution of 4-fluoro-nitrobenzene (1 equiv.) and chloromethyl-1-naphthylsulfone (1 equiv.) in dry THF under nitrogen at −78° C., was treated with 1.0 M KOt-Bu (2.2 equiv., 1.0 M in THF), warmed to −20° C. over 1 h period, quenched with acetic acid and treated sequentially with water, saturated aqueous NaHCO3 and extracted with ether. The combined extracts were washed with water and brine, dried over MgSO4 and concentrated in vacuo. The resulting residue was chromatographed (Silica gel, 1:1 and 1:0 ethyl acetate:hexanes as eluent) to give 1-(5-fluoro-2-nitrobenzyl-sulfonyl)naphthalene.

1. customquenched with acetic acid
2. additiontreated sequentially with water, saturated aqueous NaHCO3
3. extractionextracted with ether
4. washThe combined extracts were washed with water and brine
5. dry with materialdried over MgSO4
6. concentrationconcentrated in vacuo
7. customThe resulting residue was chromatographed (Silica gel, 1:1 and 1:0 ethyl acetate:hexanes as eluent)