Reaktion #49790

Reaktionsgleichung

phosphorus oxychloride

sodium hydroxide

3-fluoro-4-nitrophenol

dimethoxymethane

N,N-dimethylformamide

→

title product

Ausbeute 31.1%

2-Fluoro-4-(methoxymethoxy)-1-nitrobenzene

Ausbeute 31.1%

Lösungsmittel

toluene

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to room temperature
2. 2
   Extraktionthe mixture is extracted with ether
3. 3
   ExtraktionThe organic extract
4. 4
   Waschenis washed with brine
5. 5
   Trocknendried over anhydrous sodium sulfate
6. 6
   Einengenconcentrated in vacuo

Vorschrift

A solution of 3-fluoro-4-nitrophenol (10.0 g, 0.064 mol), dimethoxymethane (19.3 g, 0.255 mol) and N,N-dimethylformamide (6.0 g, 0.083 mol) in toluene is heated to 65° C., treated dropwise with phosphorus oxychloride (15.7 g, 0.102 mol), stirred at 90° C. for two hours, cooled to room temperature and poured into ice water which contains five mL of 50% sodium hydroxide solution. After the ice has melted, the mixture is extracted with ether. The organic extract is washed with brine, dried over anhydrous sodium sulfate and concentrated in vacuo to give the title product as a yellow liquid (4.0 g) which is identified by 1HNMR spectral analysis.

Quelle