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

HRID 2221506

Reaktionsgleichung

Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[O:9][CH:10]=[CH:11][CH:12]=2)[O:6][CH:7]=1.[O:13]=[CH:14][C:15]1[CH:23]=[CH:22][C:20]([OH:21])=[C:17]([O:18][CH3:19])[CH:16]=1.C(=O)([O-])[O-].[K+].[K+].CN(C)C=O>O>[O:9]1[CH:10]=[CH:11][CH:12]=[C:8]1[C:5]1[O:6][CH:7]=[C:3]([CH2:2][O:21][C:20]2[CH:22]=[CH:23][C:15]([CH:14]=[O:13])=[CH:16][C:17]=2[O:18][CH3:19])[N:4]=1

Komponenten

Reaktionsbedingungen

Temperatur: 80 °C

Versuchsvorschrift

A mixture of 4-chloromethyl-2-(2-furyl)-1,3-oxazole (10.0 g), vanillin (8.29 g), potassium carbonate (7.53 g) and N,N-dimethylformamide (100 mL) was stirred at 80° C. for 15 hrs. Water was poured into the reaction mixture, and the precipitated crystals were collected by filtration to give 4-{[2-(2-furyl)-1,3-oxazol-4-yl]methoxy}-3-methoxybenzaldehyde as brown crystals (14.90 g, yield 91%). Recrystallization from hexane-ethyl acetate gave pale-yellow prism crystals. melting point: 138-139° C.

Aufarbeitung

filtrationthe precipitated crystals were collected by filtration

Quellen und Nachweise

ORD-Eintrag: ord-cd1d1baaf67e444dac7da1ce6a4956ea
Quelldatensatz: uspto-grants-2008_05
DOI: 10.6084/m9.figshare.5104873.v1
Patentnummer: US07368578B2

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