Reaktion #51022

Reaktionsgleichung

4-chloro-2-iodo O-crotyl phenol

sodium carbonate

sodium formate

n-butyl ammonium chloride

→

5-chloro-3-ethyl-benzofuran

Ausbeute 60.4%

Lösungsmittel

DMF

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturmaintained at that temperature overnight
2. 2
   Sonstigethe reaction to room temperature
3. 3
   Filtrationthe mixture was filtered
4. 4
   SonstigeThe filtrate was dried
5. 5
   Sonstigeevaporated
6. 6
   Sonstigeto give a crude product, which
7. 7
   Sonstigewas purified by silica gel chromatography (eluent:hexanes)

Vorschrift

To a mixture of 4-chloro-2-iodo O-crotyl phenol (1.5 g, 4.86 mmol), sodium carbonate (12.2 mmol, 1.3 g), sodium formate (4.86 mmol, 330 mg), n-butyl ammonium chloride (5.34 mmol, 1.5 g) and DMF (10 mL) was added palladium di-acetate (0.24 mmol, 55 mg). The reaction was heated at 80° C. and maintained at that temperature overnight. After bringing the reaction to room temperature, the mixture was filtered. The filtrate was dried and evaporated to give a crude product, which was purified by silica gel chromatography (eluent:hexanes) to obtain 5-chloro-3-ethyl-benzofuran as a clear oil (60%, 530 mg).

Quelle