Sulfuric Acid → 4-(4-Fluorophenyl)cyclohexan-1-one

HRID 12052Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 12052
[F:1][C:2]1[CH:7]=[CH:6][C:5]([CH:8]2[CH2:17][CH2:16][C:11]3(OCC[O:12]3)[CH2:10][CH2:9]2)=[CH:4][CH:3]=1.S(=O)(=O)(O)O>O1CCOCC1>[F:1][C:2]1[CH:3]=[CH:4][C:5]([CH:8]2[CH2:9][CH2:10][C:11](=[O:12])[CH2:16][CH2:17]2)=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 1118Sulfuric AcidHCID 128344048-(4-Fluorophenyl)-1,4-dioxaspiro[4.5]decane

Produkt 1

HCID 128343224-(4-Fluorophenyl)cyclohexan-1-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 312751,4-DioxaneLösungsmittel

Versuchsvorschrift

8-(4-fluor-phenyl)-1,4-dioxaspiro[4.5]decane (2 mmol) is dissolved in dioxane (6.5 ml) and treated with 3 ml 50% aqueous sulphuric acid accompanied by stirring at room temperature for 5 hours. After dilution with water (12 ml) extraction is carried out twice with dichloromethane. The raw title compound is obtained from the combined organic phases after drying over sodium sulphate and evaporating-off of the solvent in a vacuum (Tetrahedron 1998, 54, 15509-15524): tR 3.44 min (LC-1); ESI-MS(+): m/z 193.29 [M+H]+.

Aufarbeitung

  1. extractionAfter dilution with water (12 ml) extraction

Quellen und Nachweise

ORD-Eintrag
ord-078b576691f14997974b7557469bacb0
Quelldatensatz
uspto-grants-2010_06
Patentnummer
US07727979B2

Notizen zur Reaktion

Wird geladen…