Reaktion #953048

Reaktionsgleichung

potassium carbonate

4-propylphenol

4-fluorobenzaldehyde

Water

→

title compound

Ausbeute 69.1%

4-(4-Propylphenoxy)benzaldehyde

Ausbeute 69.1%

Lösungsmittel

N,N-dimethylacetamide

CH2Cl2

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux
2. 2
   Temperaturmaintained at that temperature for 5 h
3. 3
   Sonstigeresulting in a tri-phase system
4. 4
   SonstigeThe bottom layer was removed
5. 5
   Trocknenthe middle layer was dried over MgSO4
6. 6
   Extraktionand, the top layer was extracted with CH2Cl2 (100 mL)
7. 7
   Trocknendried over MgSO4
8. 8
   Einengenconcentrated in vacuo at 50° C.
9. 9
   Sonstigeto give an orange oil
10. 10
    workup.DISTILLATIONThe crude product was purified by distillation

Vorschrift

Anhydrous potassium carbonate (14.9 g, 0.12 mol) was added to a mixture of 4-propylphenol (13.6 g, 0.10 mol) and 4-fluorobenzaldehyde (12.4 g, 0.10 mol) in N,N-dimethylacetamide (100 mL) under argon. The heterogeneous mixture was brought to reflux, maintained at that temperature for 5 h, then cooled to RT. Water (100 mL) and CH2Cl2 (100 mL) were added, resulting in a tri-phase system. The bottom layer was removed; the middle layer was dried over MgSO4 ; and, the top layer was extracted with CH2Cl2 (100 mL) and dried over MgSO4. The dried layers were combined and concentrated in vacuo at 50° C. to give an orange oil. The crude product was purified by distillation to give title compound (16.6 g, 69%) as a colorless oil. bp 138°-150° C. (0.2 mm Hg)

Quelle