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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1079102Generated: October 31, 2026

3-Hydroxybenzaldehyde → 3-[(4-chlorobenzyl)oxy]benzaldehyde

https://huagongshe.com/reaction/1079102

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxybenzaldehydeHCID 101—
Reactant1-Chloro-4-(chloromethyl)benzeneHCID 7723—
ReactantPotassium CarbonateHCID 11430—
ReactantWater ethylacetateHCID 22728543—
SolventDimethylformamideHCID 6228—
Product3-[(4-chlorobenzyl)oxy]benzaldehydeHCID 69330178.4%

Reaction Conditions

Temperature60 °C

Reaction Steps

To a solution of 1.2 g of 3-hydroxybenzaldehyde in 50 ml of N,N-dimethylformamide were added 2.4 g of 4-chlorobenzyl chloride and 2.1 g of potassium carbonate. The mixture was stirred at 60° C. for 3 hours. After cooling, the reaction mixture was treated with ethyl acetate-water. The resulting ethyl acetate layer was separated, washed with water, dried with anhydrous magnesium sulfate, and subjected to vacuum distillation to remove the solvent. The resulting residue was purified by silica gel column chromatography (eluant: n-hexane/ethyl acetate=102) to obtain 1.9 g of 3-(4-chlorobenzyloxy)benzaldehyde.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05550292
Source datasetuspto-grants-1996_08
ORD IDord-0edd15d40248420f9ffe5a052e7a73c1
Source noteuspto-grants-1996_08