Thionyl Chloride → 3-(4-Methylphenyl)isoxazole-5-carboxylic acid chloride

HRID 1440330Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1440330
S(Cl)([Cl:3])=O.[CH3:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:16]=[C:15]([C:17]([OH:19])=O)[O:14][N:13]=2)=[CH:8][CH:7]=1>CN(C)C=O>[CH3:5][C:6]1[CH:11]=[CH:10][C:9]([C:12]2[CH:16]=[C:15]([C:17]([Cl:3])=[O:19])[O:14][N:13]=2)=[CH:8][CH:7]=1

Komponenten

4

Edukt 2

HCID 24386Thionyl ChlorideHCID 199769083-(4-Methylphenyl)-1,2-oxazole-5-carboxylic acid

Produkt 1

HCID 537159153-(4-Methylphenyl)isoxazole-5-carboxylic acid chloride

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Versuchsvorschrift

Using 40 ml of thionyl chloride, 7.3 g (35.9 mmol) of 3-(4-methylphenyl)isoxazole-5-carboxylic acid obtained above in the procedure (2) were refluxed for 4 hours in the presence of 0.1 ml of dimethylformamide. Thionyl chloride was distilled off under reduced pressure, followed by the addition of 100 ml of benzene. The resultant mixture was distilled under reduced pressure so that 3-(4 -methylphenyl)isoxazole-5-carboxylic acid chloride was obtained as a solid. The solid was provided for the next step without purification.

Aufarbeitung

  1. customobtained above in the procedure (2)
  2. distillationThionyl chloride was distilled off under reduced pressure
  3. additionfollowed by the addition of 100 ml of benzene
  4. distillationThe resultant mixture was distilled under reduced pressure so that 3-(4 -methylphenyl)isoxazole-5-carboxylic acid chloride
  5. customwas obtained as a solid
  6. customThe solid was provided for the next step without purification

Quellen und Nachweise

ORD-Eintrag
ord-04b5335687e04e528484834a529fa01e
Quelldatensatz
uspto-grants-1996_03
Patentnummer
US05498619

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