Reaktion #520129

Reaktionsgleichung

N-(4-chloro-2-fluoro-5-nitrophenyl)acetamide

→

title compound

Ausbeute 95.9%

N-(5-amino-4-chloro-2-fluorophenyl)acetamide

Ausbeute 95.9%

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe autoclave was purged two times with nitrogen at 500 kPa (5 atmospheres) pressure
2. 2
   Sonstigeby purging with hydrogen at 500 kPa (5 atmospheres)
3. 3
   Temperaturthe mixture was heated
4. 4
   SonstigeAt 40° C.
5. 5
   Sonstigeto rise to 75-83° C
6. 6
   SonstigeThe catalyst was removed by filtration through Celite®
7. 7
   SonstigeAfter removal of the solvent at reduced pressure

Vorschrift

In a 20 L autoclave, 1395 g (6 mole) of N-(4-chloro-2-fluoro-5-nitrophenyl)acetamide and 14 g of Ir-catalyst (5% on carbon, 1% w/w) were suspended in 14 L of ethyl acetate. The autoclave was purged two times with nitrogen at 500 kPa (5 atmospheres) pressure followed by purging with hydrogen at 500 kPa (5 atmospheres). 400 kPa (4 atmospheres) pressure of hydrogen was applied for the hydrogenation and the mixture was heated. At 40° C. hydrogen uptake was accompanied by an exotherm. The temperature was allowed to rise to 75-83° C. The hydrogen uptake was complete after 90 minutes. The reactor was stirred an additional 45 minutes at this temperature and cooled to room temperature. The catalyst was removed by filtration through Celite®. After removal of the solvent at reduced pressure, 1165.5 g of the title compound (95.9%) was obtained as a crystalline solid melting at 142-143° C. (purity: >99.5% by HPLC).

Quelle