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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 592087Generated: October 30, 2026

4-Hydroxybenzaldehyde → 4-(2-Bromoethoxy)Benzaldehyde

https://huagongshe.com/reaction/592087

Reaction equation

Participants

RoleNameHCIDCharge
Reactant4-HydroxybenzaldehydeHCID 126—
ReactantWaterHCID 962—
Reactant1,1-DibromoethaneHCID 11201—
SolventSodium HydroxideHCID 14798—
Product4-(2-Bromoethoxy)BenzaldehydeHCID 26270619%

Reaction Conditions

Temperature70 °C

Reaction Steps

4-hydroxy benzaldehyde (700 mg, 5.7 mmol) and dibromoethane (1.2 ml, 0.46 mmol) were taken in 10% NaOH solution (0.7 ml) and TBAS (2.5 g, 13.7 mmol) and heated at 70° C. for 16 h when TLC indicated completion of reaction. The reaction mixture was cooled to rt and poured into water and extracted with ethyl acetate. The combined organic extracts was washed with water, dried and purified by column chromatography using silica gel (100-200 mesh) to afford the pure product as colorless oil in 19% yield.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09238656B2
Source datasetuspto-grants-2016_01
ORD IDord-a0b9e414e33942609835f0d004f60517
Source noteuspto-grants-2016_01