Acetone → (3E)-4-(4-Hydroxy-3-methoxyphenyl)-3-buten-2-one
Reaktionsgleichung
O=[CH:2][C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1.[OH-].[Na+].[CH3:14][C:15]([CH3:17])=[O:16]>>[CH3:14][C:15](/[CH:17]=[CH:2]/[C:3]1[CH:11]=[CH:10][C:8]([OH:9])=[C:5]([O:6][CH3:7])[CH:4]=1)=[O:16]Komponenten
4
Versuchsvorschrift
To a solution of vanillin (5 g) in acetone (20 mL) was added 10% sodium hydroxide solution (20 mL). The reaction mixture was stirred at room temperature for 4 days (Normura, 1917). After acidification the product was extracted with EtOAc twice and washed with water. Evaporation of solvent left a dark brown liquid which on crystallisation from EtOAc-petroleum afforded the title compound (85%).
Aufarbeitung
- extractionAfter acidification the product was extracted with EtOAc twice
- washwashed with water
- customEvaporation of solvent
- waitleft a dark brown liquid which
- customon crystallisation from EtOAc-petroleum
Quellen und Nachweise
- ORD-Eintrag
- ord-a175496794fa49c284e1446c0f652d36
- Quelldatensatz
- uspto-grants-2003_02
- Patentnummer
- US06518315B1
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