1-Chloro-4-(4-chlorophenyl)butan-2-ol → 1-Chloro-4-(4-chlorophenyl)butan-2-one

HRID 354589Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 354589
[Cl:1][CH2:2][CH:3]([OH:13])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1.CC(C)=O.OS(O)(=O)=O.O=[Cr](=O)=O>CC(C)=O.O>[Cl:1][CH2:2][C:3](=[O:13])[CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([Cl:12])=[CH:8][CH:7]=1

Komponenten

5

Edukt 2

HCID 124320331-Chloro-4-(4-chlorophenyl)butan-2-olHCID 131709961Jones' reagent

Produkt 1

HCID 128164651-Chloro-4-(4-chlorophenyl)butan-2-oneAusbeute 97,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 180AcetoneLösungsmittelHCID 962WaterLösungsmittel

Versuchsvorschrift

A solution of 1-chloro-4-(4-chlorophenyl)-2-butanol (125 g) in acetone (200 ml) at 0° C. was treated with 570 ml of Jones reagent (from sodium dichromate dihydrate (100 g), concentrated sulfuric acid (136 g) and water to 500 ml) and stirred overnight at room temperature. The resulting solution was diluted with water (200 ml), extracted with ether (3×300 ml) and the extracts washed with water, aqueous sodium bicarbonate, and dried (MgSO4). Evaporation of the ether gave 121 g of 1-chloro-4-(4-chlorophenyl)-2-butanone. The analytical sample from hexane had m.p. 65°-67° C.

Aufarbeitung

  1. extractionextracted with ether (3×300 ml)
  2. washthe extracts washed with water, aqueous sodium bicarbonate
  3. dry with materialdried (MgSO4)
  4. customEvaporation of the ether

Quellen und Nachweise

ORD-Eintrag
ord-864bb812126e4cc4b9f770d7b72f7ab3
Quelldatensatz
uspto-grants-1983_03
Patentnummer
US04375474

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