Dimethylformamide → 2-Chlorocyclohex-1-enecarbaldehyde

HRID 557656Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 557656
[C:1]1(=O)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.CN([CH:11]=[O:12])C.P(Cl)(Cl)([Cl:15])=O.[OH-].[Na+]>C1(C)C=CC=CC=1.O>[Cl:15][C:1]1[CH2:6][CH2:5][CH2:4][CH2:3][C:2]=1[CH:11]=[O:12]

Komponenten

7

Edukt 4

HCID 6228DimethylformamideHCID 7967CyclohexanoneHCID 14798Sodium HydroxideHCID 24813Phosphorus oxychloride

Produkt 1

HCID 118048922-Chlorocyclohex-1-enecarbaldehyde

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 1140TolueneLösungsmittel

Versuchsvorschrift

To a solution of cyclohexanone (1.34 g, 13.6 mmol) in toluene at room temperature was added DMF (1.58 mL, 20.5 mmol) and phosphorus oxychloride (1.88 mL, 20.5 mmol). The reaction was stirred overnight at room temperature, and then diluted with H2O and stirred for 30 minutes. 4N Aqueous NaOH (10 mL) was added, and the mixture was extracted with EtOAc. The combined organic layers were washed with saturated aqueous NH4Cl, dried over MgSO4, filtered, and concentrated to give the title compound.

Aufarbeitung

  1. stirringstirred for 30 minutes
  2. extractionthe mixture was extracted with EtOAc
  3. washThe combined organic layers were washed with saturated aqueous NH4Cl
  4. dry with materialdried over MgSO4
  5. filtrationfiltered
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b6e46f8f6a8c46c18e1df9120f156c6b
Quelldatensatz
uspto-grants-2011_11
Patentnummer
US08058300B2

Notizen zur Reaktion

Wird geladen…