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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1678581Generated: November 1, 2026

3-Hydroxybenzaldehyde → 3-(4-Methylphenoxy)benzaldehyde

https://huagongshe.com/reaction/1678581

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxybenzaldehydeHCID 101—
ReactantTriethylamineHCID 8471—
ReactantTolylboronic acidHCID 79799—
SolventDichloromethaneHCID 6344—
Product3-(4-Methylphenoxy)benzaldehydeHCID 61130719%

Reaction Steps

3-Hydroxybenzaldehyde (1.0 g, 8.2 mmol) was dissolved in dichloromethane (50 mL). (4-Methylphenyl)boronic acid (2.2 g, 16.4 mmol), triethylamine (5.7 mL, 41.0 mmol) and copper acetate(II) (1.5 g, 8.2 mmol) were added thereto, and then the mixture was stirred at room temperature for 2 days. The reaction solution was filtered, and concentrated under reduced pressure. The residue was purified with silica gel column chromatography (hexane/ethyl acetate=100:0 to 70:30) to give the title compound (324 mg, yield 19%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08008525B2
Source datasetuspto-grants-2011_08
ORD IDord-435bf42d60454fdf8ca49b3d94b55299
Source noteuspto-grants-2011_08