Aluminum isopropoxide → 3-(1-Hydroxybutyl)-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazole

HRID 4899

Reaktionsgleichung

Reaktionsgleichung von HRID 4899
[CH2:1]([C:4]([C:6]1[N:10]=[C:9]([CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[O:8][N:7]=1)=[O:5])[CH2:2][CH3:3].CC(C)[O-].[Al+3].CC(C)[O-].CC(C)[O-]>C(O)(C)C>[OH:5][CH:4]([C:6]1[N:10]=[C:9]([CH2:11][O:12][C:13]2[CH:18]=[CH:17][C:16]([Cl:19])=[CH:15][C:14]=2[Cl:20])[O:8][N:7]=1)[CH2:1][CH2:2][CH3:3]

Komponenten

4

Edukt 2

HCID 11143Aluminum isopropoxideHCID 197971373-Propylcarbonyl-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazole

Produkt 1

HCID 197971383-(1-Hydroxybutyl)-5-[(2,4-dichlorophenoxy)methyl]-1,2,4-oxadiazoleAusbeute 54 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 3776IsopropanolLösungsmittel

Versuchsvorschrift

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%).

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureto reflux for 48 hours
  3. customAfter evaporation of isopropanol, water
  4. additionwas added to the residue
  5. extractionThe aqueous solution was extracted with ethylacetate
  6. customAfter evaporation of ethylacetate
  7. customthe residue was purified by column chromatography(hexane: ethylacetate=3:2)

Quellen und Nachweise

ORD-Eintrag
ord-71d372ee817748b9b806f8449f71356b
Quelldatensatz
uspto-grants-1993_09
Patentnummer
US05242890

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