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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 918206Generated: October 31, 2026

4-Hydroxybenzaldehyde → p-(2-(Dimethylamino)ethoxy)benzaldehyde

https://huagongshe.com/reaction/918206

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
Reactant2-Chloro-N,N-dimethylethylamineHCID 7901—
ReactantSodium hydrideHCID 24758—
SolventTolueneHCID 1140—
Productp-(2-(Dimethylamino)ethoxy)benzaldehydeHCID 8482346.6%

Reaction Steps

The reaction between 61.0 g (0.50 mole) of 4-hydroxybenzaldehyde, 24.0 g of 50% NaH, and 341 ml of 2.2 N (0.75 mole) 2-dimethylaminoethyl chloride in toluene in a procedure described for Example 2, part A, gives 45.0 g (46%) of colorless product, bp 140°-142°/2 mm. Lit. bp 185°-187°/15 mm.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS03969527
Source datasetuspto-grants-1976_07
ORD IDord-a0afadffb96c48149c2c96f09f860a16
Source noteuspto-grants-1976_07