Reaktion #52797

Reaktionsgleichung

4-fluoro-2′-methoxy-3-nitrobiphenyl

Dimethyl malonate

sodium hydride

→

dimethyl 2′-methoxy-3-nitrobiphenyl-4-malonate

Lösungsmittel

dimethylsulfoxide

dimethylsulfoxide

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooled to room temperature
2. 2
   workup.STIRRINGthe mixture stirred at 100° C. for 2 hours
3. 3
   TemperaturThe reaction mixture was cooled
4. 4
   Sonstigequenched with 300 mL of saturated ammonium chloride solution
5. 5
   Extraktionextracted twice with ethyl acetate
6. 6
   Waschenwashed with saturated ammonium chloride, water, and brine
7. 7
   Trocknendried over anhydrous sodium sulfate
8. 8
   Einengenconcentrated

Vorschrift

Dimethyl malonate (14 mL) was added dropwise to 2.9 g of sodium hydride suspended in 50 mL of dimethylsulfoxide. The mixture was stirred at 100° C. for 15 minutes and cooled to room temperature. Crude 4-fluoro-2′-methoxy-3-nitrobiphenyl in 60 mL of dimethylsulfoxide was added and the mixture stirred at 100° C. for 2 hours. The reaction mixture was cooled, quenched with 300 mL of saturated ammonium chloride solution and extracted twice with ethyl acetate. The extracts were combined, washed with saturated ammonium chloride, water, and brine, dried over anhydrous sodium sulfate and concentrated to give crude dimethyl 2′-methoxy-3-nitrobiphenyl-4-malonate as a yellow oil.

Quelle