Réaction #4995

ord-71d372ee817748b9b806f8449f71356b

Équation de réaction

CCCC(=O)c1noc(COc2ccc(Cl)cc2Cl)n1
3-propylcarbonyl-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazole
CC(C)[O-].CC(C)[O-].CC(C)[O-].[Al+3]
aluminum isopropoxide
CCCC(O)c1noc(COc2ccc(Cl)cc2Cl)n1
desired product
Rendement 54.0%
CCCC(O)c1noc(COc2ccc(Cl)cc2Cl)n1
3-(1-hydroxybutyl)-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazole
Rendement 54.0%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureThe mixture was heated
  2. 2
    Températureto reflux for 48 hours
  3. 3
    AutreAfter evaporation of isopropanol, water
  4. 4
    workup.ADDITIONwas added to the residue
  5. 5
    ExtractionThe aqueous solution was extracted with ethylacetate
  6. 6
    AutreAfter evaporation of ethylacetate
  7. 7
    Autrethe residue was purified by column chromatography(hexane: ethylacetate=3:2)

Mode opératoire

0.316 g of 3-propylcarbonyl-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazole and 0.20 g of aluminum isopropoxide were added to 10 ml of isopropanol. The mixture was heated to reflux for 48 hours. After evaporation of isopropanol, water was added to the residue. The aqueous solution was extracted with ethylacetate. After evaporation of ethylacetate, the residue was purified by column chromatography(hexane: ethylacetate=3:2) to provide 0.17 g of the desired product(yield: 54.0%).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US05242890uspto-grants-1993_09