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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1623651Generated: November 2, 2026

5-Bromosalicylic acid → [2-(Methyloxy)phenyl]methyl 5-bromo-2-({[2-(methyloxy)phenyl]methyl}oxy)benzoate

https://huagongshe.com/reaction/1623651

Reaction equation

Participants

RoleNameHCIDCharge
Reactant5-Bromosalicylic acidHCID 6972—
ReactantCesium carbonateHCID 10796—
Reactant2-(Chloromethyl)anisoleHCID 81495—
SolventAcetoneHCID 180—
Product[2-(Methyloxy)phenyl]methyl 5-bromo-2-({[2-(methyloxy)phenyl]methyl}oxy)benzoateHCID 67106970—

Reaction Conditions

Temperature55 °C

Reaction Steps

Neat 1-(chloromethyl)-2-methoxybenzene (397 mg, 2.53 mmol) was added in one charge to a stirred suspension of 5-bromo-2-hydroxybenzoic acid (250 mg, 1.15 mmol) and cesium carbonate (751 mg, 2.30 mmol) in acetone (40 ml) under nitrogen at 20° C. The reaction mixture was stirred at 55° C. for 16 h. The organic phase was evaporated and the residue was washed with water (25 ml), extracted with ethyl acetate (3×30 ml) and evaporated in vacuo to yield the title compound as a light yellow liquid. 420 mg.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08778939B2
Source datasetuspto-grants-2014_07
ORD IDord-78515ee9aae54b1c9a6e0eeb2a21f507
Source noteuspto-grants-2014_07