反应详情

温度

80 °C

To a mixture of 4-methoxycarbonylphenylboronic acid (2.01 g) and 1-bromo-4-ethoxymethylbenzene (2.00 g) in a mixed solvent of ethylene glycol dimethyl ether (20 ml) and 2M aqueous sodium carbonate solution (6 ml) was added tetrakis(triphenylphosphine)palladium (0) (0.54 g). The mixture was heated at 80° C. for 5 hours. After cooling to room temperature, water (150 ml) was added to the reaction mixture and the resulting precipitate was collected by filtration, washed thoroughly with water and dried to give a crude solid. This solid was purified by column chromatography on silica gel (60 g) eluting successively with the following solvents: (1) n-hexane:ethyl acetate=50:1, (2) n-hexane:ethyl acetate=10:1. The fractions containing the object compound were concentrated and dried to give methyl 4-(4′-ethoxymethylphenyl)benzoate as a white solid (1.85 g).

1. temperatureAfter cooling to room temperature
2. filtrationthe resulting precipitate was collected by filtration
3. washwashed thoroughly with water
4. customdried
5. customto give a crude solid
6. customThis solid was purified by column chromatography on silica gel (60 g)
7. washeluting successively with the following solvents
8. additionThe fractions containing the object compound
9. concentrationwere concentrated
10. customdried