Réaction #470395

Équation de réaction

1-fluoro-2-nitrobenzene

2-aminobiphenyl

potassium fluoride

→

product

Rendement 91.1%

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

Rendement 91.1%

Conditions de réaction

Traitement

1. 1
   Autrewas prepared in a 100 mL round bottom flask
2. 2
   AutreThe flask was evacuated
3. 3
   TempératureThe reaction mixture was cooled
4. 4
   workup.ADDITIONethyl acetate and water were added
5. 5
   AutreThe layers were separated
6. 6
   Extractionthe aqueous layer was extracted with ethyl acetate
7. 7
   SéchageThe organic layers were dried over magnesium sulfate
8. 8
   Filtrationfiltered
9. 9
   Autreevaporated
10. 10
    AutreThe residue was preabsorbed onto Celite
11. 11
    Autrepurified by column chromatography
12. 12
    Lavageeluting with 0, 2, and 5% ethyl acetate/hexanes

Mode opératoire

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.

Source