Reaktion #1997080

Reaktionsgleichung

potassium carbonate

bromine

N-[2-methyl-3-(trifluoromethyl)phenyl]acetamide

acetic acid

bromine

bromine

bromine

acetic acid

bromine

→

N-[4-bromo-2-methyl-3-(trifluoromethyl)phenyl]acetamide

Lösungsmittel

ethyl acetate

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturcooling
2. 2
   SonstigeThe reaction liquid
3. 3
   workup.WAITat 50° C. for 2 hours
4. 4
   SonstigeIn addition, to the reaction liquid
5. 5
   Temperaturcooling
6. 6
   workup.STIRRINGby stirring at 50° C. for 1 day
7. 7
   SonstigeIn addition, to the reaction liquid
8. 8
   Temperaturcooling
9. 9
   workup.STIRRINGby stirring at 50° C. for 1 day
10. 10
    SonstigeIn addition, to the reaction liquid
11. 11
    Temperaturcooling
12. 12
    workup.STIRRINGby stirring at 50° C. for 1 day
13. 13
    SonstigeIn addition, to the reaction liquid
14. 14
    Temperaturcooling
15. 15
    workup.STIRRINGby stirring at 50° C. for 4 days
16. 16
    SonstigeThe reaction liquid
17. 17
    workup.ADDITIONwas added
18. 18
    Waschenthe organic layer was washed with an aqueous sodium thiosulfate solution and saturated brine in this order
19. 19
    Trocknendried over anhydrous sodium sulfate
20. 20
    Sonstigeevaporated under reduced pressure

Vorschrift

To a mixture of N-[2-methyl-3-(trifluoromethyl)phenyl]acetamide (6.2 g) and acetic acid (40 ml) was added an acetic acid solution (10 ml) of bromine (1.8 ml) under water-cooling. The reaction liquid was stirred at room temperature overnight and then at 50° C. for 2 hours. In addition, to the reaction liquid was added bromine (1.5 ml) under water-cooling, followed by stirring at 50° C. for 1 day. In addition, to the reaction liquid was added bromine (2.0 ml) under water-cooling, followed by stirring at 50° C. for 1 day. In addition, to the reaction liquid was added bromine (2.0 ml) under water-cooling, followed by stirring at 50° C. for 1 day. In addition, to the reaction liquid was added bromine (2.0 ml) under water-cooling, followed by stirring at 50° C. for 4 days. The reaction liquid was poured into ice water (about 200 g), ethyl acetate was added thereto, followed by neutralization with potassium carbonate. A liquid-separation operation was carried out, and the organic layer was washed with an aqueous sodium thiosulfate solution and saturated brine in this order, dried over anhydrous sodium sulfate, and then evaporated under reduced pressure to obtain N-[4-bromo-2-methyl-3-(trifluoromethyl)phenyl]acetamide (9.0 g).

Quelle