Reaktion #52600

Reaktionsgleichung

4-fluoro-3-nitrobiphenyl

Dimethyl malonate

sodium hydride

→

dimethyl-3-nitrobiphenyl-4-malonate

Lösungsmittel

dimethylsulfoxide

dimethylsulfoxide

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   TemperaturThe mixture was cooled to room temperature
2. 2
   TemperaturThe mixture was heated at 100° C. for 2 hours
3. 3
   Temperaturcooled
4. 4
   Sonstigequenched with 300 mL of saturated ammonium chloride solution
5. 5
   ExtraktionThe mixture was extracted three times with ethyl acetate
6. 6
   Waschenthe combined organic layers washed with water and brine
7. 7
   Sonstigeevaporated

Vorschrift

Dimethyl malonate (10 mL) in 25 mL of dimethylsulfoxide was added dropwise to 3.5 g sodium hydride suspended in 25 mL dimethylsulfoxide and the mixture heated at 100° C. for 10 minutes. The mixture was cooled to room temperature and 4.7 g of 4-fluoro-3-nitrobiphenyl in 25 mL dimethylsulfoxide was added. The mixture was heated at 100° C. for 2 hours, cooled and quenched with 300 mL of saturated ammonium chloride solution. The mixture was extracted three times with ethyl acetate and the combined organic layers washed with water and brine and evaporated to give, as a yellow oil, crude dimethyl-3-nitrobiphenyl-4-malonate.

Quelle