tert-Butoxy bis(dimethylamino)methane → 4-[(dimethylamino)methylene]-1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepin-5-one

HRID 362351

Reaktionsgleichung

Reaktionsgleichung von HRID 362351
[N+:1]([C:4]1[CH:23]=[CH:22][C:7]([C:8]([N:10]2[C:16]3[CH:17]=[CH:18][CH:19]=[CH:20][C:15]=3[C:14](=[O:21])[CH2:13][CH2:12][CH2:11]2)=[O:9])=[CH:6][CH:5]=1)([O-:3])=[O:2].C(O[CH:29](N(C)C)[N:30]([CH3:32])[CH3:31])(C)(C)C>C(OCC)(=O)C>[CH3:29][N:30]([CH:32]=[C:13]1[C:14](=[O:21])[C:15]2[CH:20]=[CH:19][CH:18]=[CH:17][C:16]=2[N:10]([C:8](=[O:9])[C:7]2[CH:6]=[CH:5][C:4]([N+:1]([O-:3])=[O:2])=[CH:23][CH:22]=2)[CH2:11][CH2:12]1)[CH3:31]

Komponenten

4

Edukt 2

HCID 79885tert-Butoxy bis(dimethylamino)methaneHCID 107337295H-1-Benzazepin-5-one, 1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-

Produkt 1

HCID 536535644-[(dimethylamino)methylene]-1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepin-5-one

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

A mixture of 0.780 g of 1,2,3,4-tetrahydro-1-(4-nitrobenzoyl)-5H-1-benzazepin-5-one and 10 ml of tert-butoxy bis(dimethylamino)methane (Bredereck's Reagent) is heated on a steam bath while stirring for 1.5 hours (solid dissolved). Cooling gives a solid and the mixture is diluted with ethyl acetate and filtered. The solid is dissolved in dichloromethane-ethyl acetate (7:3) and the solution filtered through a thin pad of hydrous magnesium silicate. The filter pad is washed with dichloromethane-ethyl acetate (7:3) and the combined filtrate evaporated to give 0.43 g of yellow crystals, Mass Spec (CI) MH+ =366, m.p. 180°-183° C.

Aufarbeitung

  1. temperatureis heated on a steam bath
  2. dissolution(solid dissolved)
  3. temperatureCooling
  4. customgives a solid
  5. filtrationfiltered
  6. dissolutionThe solid is dissolved in dichloromethane-ethyl acetate (7:3)
  7. filtrationthe solution filtered through a thin pad of hydrous magnesium silicate
  8. washThe filter pad is washed with dichloromethane-ethyl acetate (7:3)
  9. customthe combined filtrate evaporated

Quellen und Nachweise

ORD-Eintrag
ord-bf7c21e058be4998958e2a6bd0a8a635
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05869483

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