Reaktion #8322

Reaktionsgleichung

2-(4-fluoro-phenyl)-3-oxo-3-(6-tri fluoromethyl-pyridin-2-yl)-propionitrile

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title compound

Ausbeute 65.5%

2-(4-Fluoro-phenyl)-1-(6-trifluoromethyl-pyridin-2-yl)-ethanone

Ausbeute 65.5%

Lösungsmittel

HBr

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto reflux for 8 h
2. 2
   Temperaturwarmed
3. 3
   Temperaturat reflux for 8 h
4. 4
   ExtraktionThe mixture is extracted with ether
5. 5
   workup.ADDITIONtreated with a small amount of sodium bicarbonate
6. 6
   Extraktionextracted with ether
7. 7
   Extraktionextracted again with ether
8. 8
   Trocknendried over magnesium sulfate
9. 9
   Einengenconcentrated in vacuo to a dark oil
10. 10
    SonstigeThe residual oil is purified on a silica gel cartridge
11. 11
    Sonstigeprepared with hexane
12. 12
    Waschenthen eluted with methylene chloride

Vorschrift

A slurry of 2-(4-fluoro-phenyl)-3-oxo-3-(6-tri fluoromethyl-pyridin-2-yl)-propionitrile (1.4 g, 4.4 mmol) in 48% HBr is warmed to reflux for 8 h, allowed to stand at ambient temperature 16 h, then warmed at reflux for 8 h. The mixture is extracted with ether, treated with a small amount of sodium bicarbonate, extracted with ether, made basic with solid sodium hydroxide, and extracted again with ether. Ethereal extracts are combined, dried over magnesium sulfate, and concentrated in vacuo to a dark oil. The residual oil is purified on a silica gel cartridge prepared with hexane then eluted with methylene chloride to yield 816 mg (65%) of the title compound as a dark oil.

Quelle