反应详情

温度

0 °C

To a stirred solution of 4.40 mL (40.0 mmol) of phenylpropyne in 30 mL of THF under nitrogen at -75° C. was added a solution of 16 mL (40 mmol) of 2.5M n-butyllithium in hexane over 20 min. The resulting light yellow solution was warmed to 0° C. and stirred for 30 min. This solution was added via syringe to a slurry of 6.25 g (38.0 mmol) of methyl 4-formylbenzoate in 30 mL of THF at -30° C. over 20 min. The resulting light yellow solution was warmed to room temperature and stirred for 30 min. The reaction was quenched with saturated ammonium chloride solution, extracted twice with ether, dried (MgSO4) and evaporated. Purification by flash chromato-graphy (5×15 cm column, 1:19 ether/dichloromethane as elutent) gave title compound as a white solid, mp 48°-50° C., 9.36 g, 88% yield.

1. temperatureThe resulting light yellow solution was warmed to room temperature
2. stirringstirred for 30 min
3. customThe reaction was quenched with saturated ammonium chloride solution
4. extractionextracted twice with ether
5. dry with materialdried (MgSO4)
6. customevaporated
7. customPurification by flash chromato-graphy (5×15 cm column, 1:19 ether/dichloromethane as elutent)