Reaktion #470395

Reaktionsgleichung

1-fluoro-2-nitrobenzene

2-aminobiphenyl

potassium fluoride

→

product

Ausbeute 91.1%

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

Ausbeute 91.1%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigewas prepared in a 100 mL round bottom flask
2. 2
   SonstigeThe flask was evacuated
3. 3
   TemperaturThe reaction mixture was cooled
4. 4
   workup.ADDITIONethyl acetate and water were added
5. 5
   SonstigeThe layers were separated
6. 6
   Extraktionthe aqueous layer was extracted with ethyl acetate
7. 7
   TrocknenThe organic layers were dried over magnesium sulfate
8. 8
   Filtrationfiltered
9. 9
   Sonstigeevaporated
10. 10
    SonstigeThe residue was preabsorbed onto Celite
11. 11
    Sonstigepurified by column chromatography
12. 12
    Wascheneluting with 0, 2, and 5% ethyl acetate/hexanes

Vorschrift

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.

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