5-Methyl-2-hexanone → 3-Chloro-5-methylhexan-2-one

HRID 2230766Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2230766
[CH3:1][CH:2]([CH3:8])[CH2:3][CH2:4][C:5](=[O:7])[CH3:6].S(Cl)([Cl:12])(=O)=O>CCCCCC>[Cl:12][CH:4]([CH2:3][CH:2]([CH3:8])[CH3:1])[C:5](=[O:7])[CH3:6]

Komponenten

4

Edukt 2

HCID 80345-Methyl-2-hexanoneHCID 24648Sulfuryl chloride2×

Produkt 1

HCID 109756493-Chloro-5-methylhexan-2-oneAusbeute 90,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8058HexaneLösungsmittel

Versuchsvorschrift

To a refluxing solution of 750 g (6.58 mol) 5-methyl-2-hexanone in 1.13 1 n-hexane at 65° C., 1.06 kg (7.89 mol) sulfuryl chloride was added over a period of 2 h. After complete addition of the sulfuryl chloride, the reaction mixture was allowed to cool to room temperature, was washed 4 times with 150 ml H2O, dried (MgSO4) and concentrated in vacuo. The residue was distilled over a 5 cm Vigreux-column (80 mbar, 67-76° C.) to give 884 g of 3-chloro-5-methyl-2-hexanone in the form of a yellowish liquid (purity: 88%, impurity: 11% 3,3-dichloro-5-methyl-2-hexanone).

Aufarbeitung

  1. washwas washed 4 times with 150 ml H2O
  2. dry with materialdried (MgSO4)
  3. concentrationconcentrated in vacuo
  4. distillationThe residue was distilled over a 5 cm Vigreux-column (80 mbar, 67-76° C.)

Quellen und Nachweise

ORD-Eintrag
ord-0f80c74a938146979cd14d8f6abddc91
Quelldatensatz
uspto-grants-2002_07
Patentnummer
US06426108B1

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