反应详情

In 1.0 liter of tetrahydrofuran was suspended 60 g of (2-methoxycarbonylbenzyl)triphenylphosphonium bromide and, 3.2 g of sodium hydride was added to the suspension followed by stirring at room temperature for 3 hours. Then, 18 g of 4-bromobenzaldehyde was added and the mixture was stirred at room temperature for 2 hours. After completion of the reaction, 500 ml of water, 200 ml of methanol and 100 ml of 0.1N hydrochloric acid aqueous solution were added thereto and the solvent was distilled off under reduced pressure. The residue was extracted with 500 ml of ethyl acetate. After washing in sequence with saturated sodium bicarbonate aqueous solution and then with saturated sodium chloride aqueous solution, the extract was dried over anhydrous magnesium sulfate and the solvent was distilled off under reduced pressure. The resulting residue was recrystallized from methanol to give 17 g of methyl 2-(4-bromostyryl)benzoate as white needles.

1. additionwas added to the suspension
2. stirringthe mixture was stirred at room temperature for 2 hours
3. additionwere added
4. distillationthe solvent was distilled off under reduced pressure
5. extractionThe residue was extracted with 500 ml of ethyl acetate
6. washAfter washing in sequence with saturated sodium bicarbonate aqueous solution
7. dry with materialwith saturated sodium chloride aqueous solution, the extract was dried over anhydrous magnesium sulfate
8. distillationthe solvent was distilled off under reduced pressure
9. customThe resulting residue was recrystallized from methanol