4-Hydroxybenzaldehyde → Benzaldehyde, 4-(phenylmethoxy)-

Participants

Reaction Steps

4-Hydroxybenzaldehyde of the formula (7) (100 g), potassium carbonate (226 g) and dimethylformamide (500 ml) were taken in a reaction flask and stirred for 15 minutes. Benzylchloride (114 g) was then added at room temperature and the reaction mass was stirred at the same temperature for a period of 8–10 h. The progress of the reaction was monitored with TLC. After completion of the reaction, the reaction mixture was dumped into ice water and extracted with toluene. The combined organic extracts were washed with 10% aq. sodium hydroxide solution followed by water. The solvent was removed under reduced pressure and the resulting residue was tritarated with pet ether to afford the title compound of the formula (8) (160–165 g, 93–95%).

Provenance & Evidence