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N,N-Dimethylaniline → HCID 58499548, Verbindung

HRID 910272
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 910272
[Al+3].[Cl-].[Cl-].[Cl-].C1(N(C)C)C=CC=CC=1.C([O:21][CH2:22][C@@H:23]([NH:39][S:40]([C:43]1[CH:48]=[CH:47][C:46]([Cl:49])=[C:45]([Cl:50])[CH:44]=1)(=[O:42])=[O:41])[C:24]1[N:28]([CH2:29][CH3:30])[C:27]([O:31][C:32]2[CH:37]=[CH:36][C:35]([F:38])=[CH:34][CH:33]=2)=[N:26][N:25]=1)C1C=CC=CC=1.CCOC(C)=O>C(Cl)Cl>[Cl:50][C:45]1[CH:44]=[C:43]([S:40]([NH:39][C@@H:23]([C:24]2[N:28]([CH2:29][CH3:30])[C:27]([O:31][C:32]3[CH:33]=[CH:34][C:35]([F:38])=[CH:36][CH:37]=3)=[N:26][N:25]=2)[CH2:22][OH:21])(=[O:41])=[O:42])[CH:48]=[CH:47][C:46]=1[Cl:49]
KomponentenVersuchsvorschriftAufarbeitungQuellen und NachweiseNotizen zur Reaktion

Komponenten

6

Edukt 4

HCID 949N,N-DimethylanilineHCID 8857Ethyl AcetateHCID 6451240Aluminum(III) ChlorideHCID 58499692HCID 58499692, Verbindung

Produkt 1

HCID 58499548HCID 58499548, VerbindungAusbeute 93,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6344
Dichloromethane
Lösungsmittel

Versuchsvorschrift

AlCl3 (49 mg) and PhNMe2 (148 mg) were added to a solution of the compound (69 mg) of Example 23 in CH2Cl2 (2.0 ml), and the mixture was stirred at room temperature for one hour. Then, AcOEt was added, and the mixture was washed with 1N hydrochloric acid and thereafter with saturated aqueous sodium chloride. The organic layer was dried (Na2SO4), filtered, and evaporated under reduced pressure to remove the solvent. Then, the resulting crude product was purified by column chromatography (OH SiO2, AcOEt/hexane=2/1) to give 54 mg of the titled compound (Compound 696) as a colorless powder.

Aufarbeitung

  1. washthe mixture was washed with 1N hydrochloric acid
  2. dry with materialThe organic layer was dried (Na2SO4)
  3. filtrationfiltered
  4. customevaporated under reduced pressure
  5. customto remove the solvent
  6. customThen, the resulting crude product was purified by column chromatography (OH SiO2, AcOEt/hexane=2/1)

Quellen und Nachweise

ORD-Eintrag
ord-f001a18793554eaf8b4320d3becd13d5
Quelldatensatz
uspto-grants-2011_09
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US08022091B2

Notizen zur Reaktion

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