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ChemicalBook CAS DataBase List 5-BROMO-2-FLUOROANILINE
2924-09-6

5-BROMO-2-FLUOROANILINE synthesis

4synthesis methods
-

Yield:2924-09-6 91%

Reaction Conditions:

with iron;ammonium chloride in ethanol;water at 70; for 24 h;

Steps:

5
Example 5; Preparation of 5-Bromo-2-fluoro-aniline; 5-Bromo-2-fluoro-nitrobenzene (698 g) is dissolved in 95% ethanol (0.90 L) and is added to a mixture of iron powder (711 g) in a saturated aqueous ammonium chloride solution (2.0 L). The reaction mixture is agitated for 24 hours at 7O0C (until the reaction is complete by HPLC). The reaction mixture is then cooled to room temperature, filtered through Celite, and the filtrate is evaporated under reduced pressure. The residue is extracted with ethyl acetate (2 L) and water (2 L) and the layers separated. The aqueous layer is extracted with ethyl acetate (1 L). The combined organic extracts are washed with water (1 L), dried over MgSO4, filtered, and the solution is concentrated under reduced pressure. The residual ethyl acetate is removed from the product under high vacuum for five hours to provide 545.76 g of 5- bromo-2-fluoro-aniline (91 % yield).

References:

PFIZER INC. WO2006/48761, 2006, A2 Location in patent:Page/Page column 32

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