反应详情

A solution of 4-(chloromethyl)biphenyl (4.12 g, 0.020M) in trimethylphosphate (10 mL, 10.5 g, 0.085M) is heated at reflux temperature for 60 hours. The excess trimethylphosphite is removed under reduced pressure and the solid residue is chromatographed (400 g of 40-63 μm silica gel, 50 mL fractions). The sample is applied to the column in a minimum amount of EtOAc and the column is eluted with 50% EtOAc-hexane (1.2 L), 75% EtOAc-hexane (2 L), and with EtOAc. Fractions 88-136 contained the dimethyl ester (4.98 g, 0.0180M, 90%) which is crystallized from ether-pentane to give 4.09 g of title compound as white crystals, mp 70°-71° C.(fused), 76.5°-77.5° C.

1. temperatureat reflux temperature for 60 hours
2. customThe excess trimethylphosphite is removed under reduced pressure
3. customthe solid residue is chromatographed (400 g of 40-63 μm silica gel, 50 mL fractions)
4. washthe column is eluted with 50% EtOAc-hexane (1.2 L), 75% EtOAc-hexane (2 L)
5. customis crystallized from ether-pentane