반응 #158287

반응 방정식

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

carbon tetrachloride

triphenylphosphine

→

title compound

수율 53.8%

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

수율 53.8%

용매

acetonitrile

반응 조건

후처리

1. 1
   온도to cool to room temperature
2. 2
   여과the precipitate was filtered off
3. 3
   농축the filtrate was concentrated
4. 4
   workup.ADDITIONWater was added to the residue
5. 5
   추출the mixture was extracted with ethyl acetate
6. 6
   건조The extract was dried over anhydrous magnesium sulfate
7. 7
   기타the solvent was evaporated under reduced pressure
8. 8
   기타The residue was purified by silica gel column chromatography (ethyl acetate)
9. 9
   workup.ADDITIONEthyl acetate was added to the
10. 10
    기타obtained crude product
11. 11
    여과the precipitate was filtered off
12. 12
    농축the filtrate was concentrated
13. 13
    workup.ADDITIONAcetonitrile was added to the obtained residue
14. 14
    여과the resultant precipitate was collected by filtration

실험 절차

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).

출처