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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1881183Generated: November 2, 2026

Benzyl Chloride → 4-Benzyloxy-3-ethoxybenzaldehyde

https://huagongshe.com/reaction/1881183

Reaction equation

Participants

RoleNameHCIDCharge
ReactantBenzyl ChlorideHCID 7503—
ReactantEthylvanillinHCID 8467—
ReactantSodium HydroxideHCID 14798—
SolventDimethylformamideHCID 6228—
Product4-Benzyloxy-3-ethoxybenzaldehydeHCID 561364—

Reaction Conditions

Temperature60 °C

Reaction Steps

To the solution of 3-ethoxy-4-hydroxy-benzaldehyde (83 g) in N,N-dimethylformamide (400 ml) was gradually added 10 M sodium hydroxide (55 ml) and then benzyl chloride (60 ml) was added at a temperature under 40° C. The mixture was stirred at room temperature for a half an hour and for 2 hours at 60° C. The solution was poured into ice-cold water (2 l) and extracted with diethyl ether. The organic phase was washed with water and 5M sodium hydroxide and then it was dried and evaporated. The product was recrystallized from toluene-heptane.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08318785B2
Source datasetuspto-grants-2012_11
ORD IDord-0a527ceb74154c2685d70c2ba333f087
Source noteuspto-grants-2012_11