Reaktion #158287

Reaktionsgleichung

N′-[(3,4-difluorophenyl)acetyl]-3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)benzohydrazide

carbon tetrachloride

triphenylphosphine

→

title compound

Ausbeute 53.8%

2-(3,4-difluorobenzyl)-5-[3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)phenyl]-1,3,4-oxadiazole

Ausbeute 53.8%

Lösungsmittel

acetonitrile

Reaktionsbedingungen

Aufarbeitung

1. 1
   Temperaturto cool to room temperature
2. 2
   Filtrationthe precipitate was filtered off
3. 3
   Einengenthe filtrate was concentrated
4. 4
   workup.ADDITIONWater was added to the residue
5. 5
   Extraktionthe mixture was extracted with ethyl acetate
6. 6
   TrocknenThe extract was dried over anhydrous magnesium sulfate
7. 7
   Sonstigethe solvent was evaporated under reduced pressure
8. 8
   SonstigeThe residue was purified by silica gel column chromatography (ethyl acetate)
9. 9
   workup.ADDITIONEthyl acetate was added to the
10. 10
    Sonstigeobtained crude product
11. 11
    Filtrationthe precipitate was filtered off
12. 12
    Einengenthe filtrate was concentrated
13. 13
    workup.ADDITIONAcetonitrile was added to the obtained residue
14. 14
    Filtrationthe resultant precipitate was collected by filtration

Vorschrift

A mixture of N′-[(3,4-difluorophenyl)acetyl]-3-methoxy-4-(2-methyl-1,3-oxazol-5-yl)benzohydrazide (4.69 g), carbon tetrachloride (2.24 mL) and triphenylphosphine (12.3 g) in acetonitrile (117 mL) was stirred at 80° C. for 2 hr. The mixture was allowed to cool to room temperature, the precipitate was filtered off, and the filtrate was concentrated. Water was added to the residue, and the mixture was extracted with ethyl acetate. The extract was dried over anhydrous magnesium sulfate, and the solvent was evaporated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate). Ethyl acetate was added to the obtained crude product, the precipitate was filtered off, and the filtrate was concentrated. Acetonitrile was added to the obtained residue, and the resultant precipitate was collected by filtration to give the title compound (2.41 g).

Quelle