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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 922278Generated: November 2, 2026

2,4-Dihydroxybenzaldehyde → 2,4-Bis(benzyloxy)benzaldehyde

https://huagongshe.com/reaction/922278

Reaction equation

Participants

RoleNameHCIDCharge
Reactant2,4-DihydroxybenzaldehydeHCID 7213—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
SolventAcetonitrileHCID 6342—
Product2,4-Bis(benzyloxy)benzaldehydeHCID 180908020.1%

Reaction Conditions

Temperature80 °C

Reaction Steps

To a 250 mL RB flask fitted with magnetic stirrer was charged 100 mL of acetonitrile. To the stirred solvent was added 2,4-dihydroxybenzaldehyde (10.0 g, 72.0 mmol) and K2CO3 (19.87 g, 144.0 mmol). Then it was stirred for 15 min, slowly was added benzylbromide (12.38 g, 72.0 mmol), the RM was heated to 80° C. for 3 h. Then, the solvent was removed under reduced pressure and the compound was extracted with ethyl acetate (50 mL×3). The organic layer washed with water and saturated brine solution and dried over anhydrous Na2SO4 and evaporated to dryness to get the crude product. The crude material was purified by silica gel column chromatography using ethyl acetate and petroleum ether as elutants to obtain the product (2.3 g, yield: 10.03%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09278915B2
Source datasetuspto-grants-2016_03
ORD IDord-cde73a44ebdc400dab548a4db9baf053
Source noteuspto-grants-2016_03