Reacción #470395

Ecuación de reacción

1-fluoro-2-nitrobenzene

2-aminobiphenyl

potassium fluoride

→

product

Rendimiento 91.1%

N-(2-nitrophenyl)biphenyl-2-amine

Rendimiento 91.1%

Condiciones de reacción

Tratamiento posterior

1. 1
   Otrowas prepared in a 100 mL round bottom flask
2. 2
   OtroThe flask was evacuated
3. 3
   TemperaturaThe reaction mixture was cooled
4. 4
   workup.ADDITIONethyl acetate and water were added
5. 5
   OtroThe layers were separated
6. 6
   Extracciónthe aqueous layer was extracted with ethyl acetate
7. 7
   SecadoThe organic layers were dried over magnesium sulfate
8. 8
   Filtraciónfiltered
9. 9
   Otroevaporated
10. 10
    OtroThe residue was preabsorbed onto Celite
11. 11
    Otropurified by column chromatography
12. 12
    Lavadoeluting with 0, 2, and 5% ethyl acetate/hexanes

Procedimiento

A mixture of 1-fluoro-2-nitrobenzene (13.06 g, 92.6 mmol), 2-aminobiphenyl (31.3 g, 185.2 mmol), and potassium fluoride (8.1 g, 138.9 mmol) was prepared in a 100 mL round bottom flask. The flask was evacuated and replaced with nitrogen. The mixture was heated to 200° C. overnight. The reaction mixture was cooled and ethyl acetate and water were added. The layers were separated and the aqueous layer was extracted with ethyl acetate. The organic layers were dried over magnesium sulfate, filtered, and evaporated. The residue was preabsorbed onto Celite and purified by column chromatography eluting with 0, 2, and 5% ethyl acetate/hexanes. 24.5 g (91%) of product was obtained.

Fuente