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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1667637Generated: November 4, 2026

Dimethylformamide → 2-(Benzyloxy)-5-bromobenzaldehyde

https://huagongshe.com/reaction/1667637

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantBenzyl BromideHCID 7498—
ReactantPotassium CarbonateHCID 11430—
Reactant5-BromosalicylaldehydeHCID 72863—
SolventWaterHCID 962—
Product2-(Benzyloxy)-5-bromobenzaldehydeHCID 73308744.9%

Reaction Conditions

Temperature50 °C

Reaction Steps

A mixture of benzyl bromide (2.04 g, 11.926 mmol), 5-bromosalicylaldehyde (1.844 g, 9.174 mmol), potassium carbonate (5.07 g, 36.696 mmol) and dimethylformamide (15 ml) was stirred at 50° C. for 2 hours under argon atmosphere. The reaction mixture was cooled to room temperature, diluted with water, and extracted with ethyl acetate. The organic layer was washed with water and saturated brine, and dried over anhydrous sodium sulfate. The residue obtained by evaporation of the solvent under reduced pressure was washed with methanol to give the title compound (1.2 g, 44.9%) as a white solid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08044236B2
Source datasetuspto-grants-2011_10
ORD IDord-ab7c471895984571bedfc351ea4e476e
Source noteuspto-grants-2011_10