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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1377663Generated: October 31, 2026

3-Hydroxybenzaldehyde → 3-(5-Methyl-2-phenyl-4-oxazolylmethoxy)benzaldehyde

https://huagongshe.com/reaction/1377663

Reaction equation

Participants

RoleNameHCIDCharge
Reactant3-HydroxybenzaldehydeHCID 101—
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
Reactant2-Chloromethyl-5-methyl-2-phenyloxazoleHCID 18546173—
SolventWaterHCID 962—
Product3-(5-Methyl-2-phenyl-4-oxazolylmethoxy)benzaldehydeHCID 1070884391.1%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 2-chloromethyl-5-methyl-2-phenyloxazole (20.8 g), 3-hydroxybenzaldehyde (12.2 g), potassium carbonate (27.6 g) and N,N-dimethylformamide (DMF) (200 ml) was heated at 90° C. for 2 hours. The reaction mixture was poured into water, and subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried over magnesium sulfate (MgSO4). The solvent was distilled off, whereby 3-(5-methyl-2-phenyl-4-oxazolylmethoxy)benzaldehyde (26.5 g, 90%) was obtained. Recrystallization from ethanol gave colorless prisms. Melting point: 67°-68° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05665748
Source datasetuspto-grants-1997_09
ORD IDord-d298f7c748ce4dabbf7cf05a27cd7d86
Source noteuspto-grants-1997_09