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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2221512Generated: November 3, 2026

Dimethylformamide → 3-{[2-(2-Furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-4-methoxybenzaldehyde

https://huagongshe.com/reaction/2221512

Reaction equation

Participants

RoleNameHCIDCharge
ReactantDimethylformamideHCID 6228—
ReactantPotassium CarbonateHCID 11430—
ReactantIsovanillinHCID 12127—
Reactant4-(Chloromethyl)-2-(furan-2-yl)-5-methyl-1,3-oxazoleHCID 22344582—
SolventWaterHCID 962—
Product3-{[2-(2-Furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-4-methoxybenzaldehydeHCID 8660570667.4%

Reaction Conditions

Temperature90 °C

Reaction Steps

A mixture of 4-chloromethyl-2-(2-furyl)-5-methyl-1,3-oxazole (20.0 g), 3-hydroxy-4-methoxybenzaldehyde (13.97 g), potassium carbonate (13.96 g) and N,N-dimethylformamide (200 mL) was stirred at 90° C. for 3 hrs. Water was poured into the reaction mixture, and the precipitated crystals were collected by filtration to give 3-{[2-(2-furyl)-5-methyl-1,3-oxazol-4-yl]methoxy}-4-methoxybenzaldehyde as colorless crystals (19.4 g, yield 67%). Recrystallization from ethyl acetate-hexane gave colorless prism crystals. melting point: 125-126° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07368578B2
Source datasetuspto-grants-2008_05
ORD IDord-972defa9be714817bab4375ae4205cc1
Source noteuspto-grants-2008_05