反応 #158287

反応方程式

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

carbon tetrachloride

triphenylphosphine

→

title compound

収率 53.8%

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

収率 53.8%

溶媒

acetonitrile

反応条件

後処理

1. 1
   温度to cool to room temperature
2. 2
   ろ過the precipitate was filtered off
3. 3
   濃縮the filtrate was concentrated
4. 4
   workup.ADDITIONWater was added to the residue
5. 5
   抽出the mixture was extracted with ethyl acetate
6. 6
   乾燥The extract was dried over anhydrous magnesium sulfate
7. 7
   その他the solvent was evaporated under reduced pressure
8. 8
   その他The residue was purified by silica gel column chromatography (ethyl acetate)
9. 9
   workup.ADDITIONEthyl acetate was added to the
10. 10
    その他obtained crude product
11. 11
    ろ過the precipitate was filtered off
12. 12
    濃縮the filtrate was concentrated
13. 13
    workup.ADDITIONAcetonitrile was added to the obtained residue
14. 14
    ろ過the resultant precipitate was collected by filtration

実験手順

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).

出典