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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1861520Generated: November 2, 2026

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

https://huagongshe.com/reaction/1861520

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantBenzyl ChlorideHCID 7503—
ReactantPotassium CarbonateHCID 11430—
SolventDimethylformamideHCID 6228—
ProductBenzaldehyde, 4-(phenylmethoxy)-HCID 7810993%

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 triturated with pet. ether to afford the title compound of the formula (8) (160-165 g, 93-95%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06531596B1
Source datasetuspto-grants-2003_03
ORD IDord-ea2bec58e0604b5585a94651f7f400a2
Source noteuspto-grants-2003_03