反应详情

A suspension of sodium hydride (60% in oil, 1.4 g, 35 mmol) in anhydrous tetrahydrofuran (75 ml) is stirred under a nitrogen atmosphere and a solution of diethylphosphite (4.82 g, 34.9 mmol) in tetrahydrofuran (20 ml) is added dropwise. The reaction mixture is stirred an additional 20 minutes. A solution of 1,2-bis(bromomethyl)benzene (10.56 g, 40 mmol) in anhydrous tetrahydrofuran (150 ml) is treated dropwise with the solution of sodium diethylphosphite generated above. The reaction mixture is stirred 6.5 hours at room temperature, and then quenched with water and diluted with diethyl ether. The diethyl ether layer is separated, washed with water (2×100 ml), and dried over magnesium sulfate. After filtration and evaporation, the residue is chromatographed over silica gel (ethyl acetate as eluant) to give a clear oil (1.8 g).

1. stirringThe reaction mixture is stirred an additional 20 minutes
2. stirringThe reaction mixture is stirred 6.5 hours at room temperature
3. customquenched with water
4. additiondiluted with diethyl ether
5. customThe diethyl ether layer is separated
6. washwashed with water (2×100 ml)
7. dry with materialdried over magnesium sulfate
8. filtrationAfter filtration and evaporation
9. customthe residue is chromatographed over silica gel (ethyl acetate as eluant)