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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1473726Generated: October 30, 2026

4-Hydroxybenzaldehyde → 4-(Ethoxymethoxy)benzaldehyde

https://huagongshe.com/reaction/1473726

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantTriethylamineHCID 8471—
ReactantChloromethyl ethyl etherHCID 18523—
SolventTetrahydrofuranHCID 8028—
Product4-(Ethoxymethoxy)benzaldehydeHCID 11095216—

Reaction Steps

A solution of chloromethyl ethyl ether (5.65 g, 0.06 mol) in 20 ml of THF at 0° C. is added to a mixture of 4-hydroxybenzaldehyde (5 g, 0.041 mol) and 12 ml of triethylamine in 30 ml of THF and the mixture is stirred at ambient temperature for 2 hrs. The triethylamine hydrochloride is filtered off and the solvent is evaporated under reduced pressure to give the 4-ethoxymethoxybenzaldehyde in the form of an oil (6.63 g, 90%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09017673B2
Source datasetuspto-grants-2015_04
ORD IDord-1c393cfb3ed6401099a0c5031731339b
Source noteuspto-grants-2015_04