反应详情

温度

0 °C

A suspension of 5.51 g (13.29 mmol) of (4-cyanobenzyl)triphenylphosphonium chloride in 100 ml of dry DMF under positive nitrogen atmosphere is cooledto 0° C. and 0.50 g (20.77 mmol), of an 80% NaH in oil dispersion isadded in small portions. The suspension is aged for 15 minutes at 0°C. followed by 45 minutes at room temperature to assure complete anion formation. The flask is cooled back to 0° C. and 3.5 g (13.29 mmol)of 4-(2-quinolinylmethyloxy)benzaldehyde in 20 ml of DMF is dropped in overa period of 15 minutes. The reaction is allowed to equilibrate to room temperature and stirred for 2 hours. The resultant mixture is poured into ice water and filtered. The precipitate is dissolved in CH2Cl2,dried, and concentrated in vacuo. The crude product is recrystallized from ether to give 4-(4-(2-quinolinylmethyloxy)styryl)benzonitrile. (M.P. 116° C.-118° C.)

1. customis cooledto 0° C.
2. waitfollowed by 45 minutes at room temperature
3. customto equilibrate to room temperature
4. filtrationfiltered
5. dissolutionThe precipitate is dissolved in CH2Cl2,dried
6. concentrationconcentrated in vacuo
7. customThe crude product is recrystallized from ether