Dimethylformamide → HCID 14972990, compound

Participants

Reaction Steps

m-Hydroxybenzaldehyde (24.1 g., 0.197 mole) was dissolved in 150 ml. of dimethylformamide. To this solution were added p-methoxybenzyl chloride (9.5 g., 0.197 mole) and 50% sodium hydride (in mineral oil) in small portions at room temperature. The reaction was stirred under an argon atmosphere for 2 hours, then allowed to stand overnight. The reaction mixture was poured into a large volume of ice water. The product 3-(p-methoxybenzyloxy)benzaldehyde was collected and recrystallized from ethanol; 42.9 g., mp 78° C.

Provenance & Evidence