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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1267326Generated: October 31, 2026

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

https://huagongshe.com/reaction/1267326

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 numberUS06552058B1
Source datasetuspto-grants-2003_04
ORD IDord-45c741798980410f90ea4a74e751ec25
Source noteuspto-grants-2003_04