Acetate → 6-acetylamino-1-(3-methylbenzyl)-4-methylhexahydro-1H-1,4-diazepine

HRID 374111

Reaktionsgleichung

Reaktionsgleichung von HRID 374111
C([O-])(=O)C.[C:5]([NH:8][CH:9]1[CH2:15][N:14]([CH3:16])[CH2:13][CH2:12][NH:11][CH2:10]1)(=[O:7])[CH3:6].[CH3:17][C:18]1[CH:19]=[C:20]([CH:23]=[CH:24][CH:25]=1)[CH2:21]Cl.C(=O)([O-])[O-].[K+].[K+].[I-].[Na+]>C(C(C)=O)C>[C:5]([NH:8][CH:9]1[CH2:10][N:11]([CH2:17][C:18]2[CH:25]=[CH:24][CH:23]=[C:20]([CH3:21])[CH:19]=2)[CH2:12][CH2:13][N:14]([CH3:16])[CH2:15]1)(=[O:7])[CH3:6]

Komponenten

7

Edukt 5

HCID 175AcetateHCID 5238Sodium IodideHCID 11430Potassium CarbonateHCID 12102m-Xylyl chlorideHCID 152061556-acetylamino-1-methylhexahydro-1H-1,4-diazepine

Produkt 1

HCID 149989916-acetylamino-1-(3-methylbenzyl)-4-methylhexahydro-1H-1,4-diazepine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6569Methyl Ethyl KetoneLösungsmittel

Versuchsvorschrift

A mixture of acetate of 6-acetylamino-1-methylhexahydro-1H-1,4-diazepine (3.0 g), 3-methylbenzyl chloride (3.5 g), potassium carbonate (17 g), sodium iodide (0.1 g) and methyl ethyl ketone (200 ml) is refluxed with stirring for 16 hours. The reaction mixture is filtered, and the filtrate is concentrated under reduced pressure. The residue is chromatographed on silica gel with elution of chloroform-methanol (20:1). Fractions containing the title compound are pooled and evaporated under reduced pressure to give the title compound as an oil.

Aufarbeitung

  1. temperatureis refluxed
  2. filtrationThe reaction mixture is filtered
  3. concentrationthe filtrate is concentrated under reduced pressure
  4. customThe residue is chromatographed on silica gel with elution of chloroform-methanol (20:1)
  5. additionFractions containing the title compound
  6. customevaporated under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-ad9e5766f2a34d56ae5126485c82708d
Quelldatensatz
uspto-grants-1992_11
Patentnummer
US05166341

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