反应详情

Sodium hydride (60% dispersion in oil, 1.46 g, 36.6 mmol) was added to a solution of 4-formylbenzoic acid (5.0 g, 33.3 mmol) in toluene (200 ml) and the mixture was stirred for 2 h at room temperature. Methyl (triphenyl-phosphoranylidene)acetate (11.69 g, 35.0 mmol) was added and the mixture was heated at reflux for 20 h. Solvents were removed in vacuo and the residue was redissolved in dichloromethane and 1M NaHCO3. The layers were partitioned and the aqueous layer was acidified with 1M HCl solution then extracted with chloroform. The organic layer was dried and concentrated in vacuo to yield the title compound (3.65 g, 53%).

1. temperaturethe mixture was heated
2. temperatureat reflux for 20 h
3. customSolvents were removed in vacuo
4. dissolutionthe residue was redissolved in dichloromethane
5. customThe layers were partitioned
6. extractionthen extracted with chloroform
7. customThe organic layer was dried
8. concentrationconcentrated in vacuo