Реакция #470395

Уравнение реакции

1-fluoro-2-nitrobenzene

2-aminobiphenyl

potassium fluoride

→

product

Выход 91.1%

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

Выход 91.1%

Условия реакции

Обработка

1. 1
   Другоеwas prepared in a 100 mL round bottom flask
2. 2
   ДругоеThe flask was evacuated
3. 3
   ТемператураThe reaction mixture was cooled
4. 4
   workup.ADDITIONethyl acetate and water were added
5. 5
   ДругоеThe layers were separated
6. 6
   Экстракцияthe aqueous layer was extracted with ethyl acetate
7. 7
   СушкаThe organic layers were dried over magnesium sulfate
8. 8
   Фильтрацияfiltered
9. 9
   Другоеevaporated
10. 10
    ДругоеThe residue was preabsorbed onto Celite
11. 11
    Другоеpurified by column chromatography
12. 12
    Промывкаeluting with 0, 2, and 5% ethyl acetate/hexanes

Методика

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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