Acetaldehyde → HCID 22258232, Verbindung

HRID 1610833Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1610833
[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][C:4](=O)[C:3]1=O.[C:10]([O-])(=O)[CH3:11].[NH4+:14].C(=O)C.[Cl-].[Na+].[NH3:20]>CS(C)=O>[CH3:11][C:10]1[NH:20][C:4]2[CH2:5][CH2:6][CH2:7][CH:2]([CH3:1])[C:3]=2[N:14]=1

Komponenten

7

Edukt 5

HCID 177AcetaldehydeHCID 222AmmoniaHCID 5234Sodium ChlorideHCID 517165Ammonium AcetateHCID 33213603-Methylcyclohexane-1,2-dione

Produkt 1

HCID 22258232HCID 22258232, VerbindungAusbeute 43,3 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 679Dimethyl SulfoxideLösungsmittel2×

Versuchsvorschrift

20.0 g (0.159 mol) of 3-Methyl-1,2-cyclohexanedione and 183.31 g (2.38 mol) of ammoniumacetate are dissolved in 760 ml DMSO. A solution of 27.94 g (0.34 mol) acetaldehyde dissolved in 40 ml DMSO is dropped to the reaction mixture. The reaction is heated for 20 minutes to 40° C., 20 minutes to 60° C. and 40 minutes to 80° C. The reaction is allowed to cool down to rt. 2.5 l saturated sodium chloride solution and ammonia are added to reach a pH of 8-9. The solution is extracted with ethyl acetate and the organic phases are dried over sodium sulfate. The solvent is evaporated under vacuum. The crystalls are filtrated and washed with ethyl acetate and diethyl ether to yield 10.3 g (43.3% of th.) 2,4-Dimethyl-4,5,6,7-tetrahydro-1H-benzimidazole.

Aufarbeitung

  1. additionis dropped to the reaction mixture
  2. temperatureThe reaction is heated for 20 minutes to 40° C., 20 minutes to 60° C. and 40 minutes to 80° C
  3. extractionThe solution is extracted with ethyl acetate
  4. dry with materialthe organic phases are dried over sodium sulfate
  5. customThe solvent is evaporated under vacuum
  6. filtrationThe crystalls are filtrated
  7. washwashed with ethyl acetate and diethyl ether

Quellen und Nachweise

ORD-Eintrag
ord-f9765ab7993941fe9dd4be146d30532a
Quelldatensatz
uspto-grants-2006_01
Patentnummer
US06984646B2

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