BAY-i 9139 → HCID 21320003, Verbindung

HRID 262156

Reaktionsgleichung

Reaktionsgleichung von HRID 262156
[Cl:1][C:2]1[CH:20]=[CH:19][C:5]([O:6][CH:7]([N:14]2[CH:18]=[CH:17][N:16]=[CH:15]2)[CH:8]([OH:13])[C:9]([CH3:12])([CH3:11])[CH3:10])=[CH:4][CH:3]=1.[C:21]([O-])(=[O:23])[CH3:22].[Na+]>C(OC(=O)C)(=O)C>[C:21]([O:13][CH:8]([C:9]([CH3:11])([CH3:12])[CH3:10])[CH:7]([O:6][C:5]1[CH:4]=[CH:3][C:2]([Cl:1])=[CH:20][CH:19]=1)[N:14]1[CH:18]=[CH:17][N:16]=[CH:15]1)(=[O:23])[CH3:22]

Komponenten

4

Edukt 2

HCID 171440BAY-i 9139HCID 517045Sodium Acetate

Produkt 1

HCID 21320003HCID 21320003, VerbindungAusbeute 730,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 7918Acetic AnhydrideLösungsmittel

Versuchsvorschrift

8.0 g (0.027 mol) of 1-(4-chlorophenoxy)-1-imidazol-1-yl-3,3-dimethyl-butan-2-ol are heated in 40 ml of acetic anhydride with 0.15 g of sodium acetate for 10 hours at 100° C. The solution is then cooled and stirred into 400 ml of ice water, the temperature being kept at 20°-25° C. The mixture is left to stand overnight. A smeary crystalline mass precipitates out and is taken up in chloroform. The chloroform solution is washed several times with water and sodium bicarbonate solution, dried over sodium sulphate and concentrated in vacuo by distilling off the solvent. The crystalline residue is boiled up in petroleum ether and the product is filtered off cold and dried. 4.5 g (49% of theory) of 2-acetoxy-1-(4-chlorophenoxy)-1-imidazol-1-yl-3,3-dimethyl-butane are obtained as a mixture of isomers with a melting point of 81°-91° C.

Aufarbeitung

  1. temperatureThe solution is then cooled
  2. custombeing kept at 20°-25° C
  3. waitThe mixture is left
  4. customA smeary crystalline mass precipitates out and
  5. washThe chloroform solution is washed several times with water and sodium bicarbonate solution
  6. dry with materialdried over sodium sulphate
  7. concentrationconcentrated in vacuo
  8. distillationby distilling off the solvent
  9. filtrationthe product is filtered off cold
  10. customdried

Quellen und Nachweise

ORD-Eintrag
ord-33d793d767284432b26bf3ca1b20497c
Quelldatensatz
uspto-grants-1979_05
Patentnummer
US04153708

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