Dimethylformamide → 2-[N-Benzyl-N-(3,3-diphenylpropyl)amino]methyl-6-methoxytetralin

HRID 854022Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 854022
Cl.[CH2:2]([NH:9][CH2:10][CH:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:21][CH3:22])[CH:17]=2)[CH2:12]1)[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1.[C:23]1([CH:29]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[CH2:30][CH2:31]I)[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1.C(=O)([O-])[O-].[K+].[K+].CN(C=O)C>O>[CH2:2]([N:9]([CH2:10][CH:11]1[CH2:20][CH2:19][C:18]2[C:13](=[CH:14][CH:15]=[C:16]([O:21][CH3:22])[CH:17]=2)[CH2:12]1)[CH2:31][CH2:30][CH:29]([C:23]1[CH:28]=[CH:27][CH:26]=[CH:25][CH:24]=1)[C:33]1[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=1)[C:3]1[CH:4]=[CH:5][CH:6]=[CH:7][CH:8]=1

Komponenten

6

Edukt 4

HCID 6228DimethylformamideHCID 11430Potassium CarbonateHCID 155128783,3-Diphenylpropyl iodideHCID 229986252-(N-benzylamino)methyl-6-methoxytetralin hydrochloride

Produkt 1

HCID 183615812-[N-Benzyl-N-(3,3-diphenylpropyl)amino]methyl-6-methoxytetralinAusbeute 37,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Versuchsvorschrift

2-(N-benzylamino)methyl-6-methoxytetralin hydrochloride (0.602 g; obtained in Reference Example 6), 3,3-diphenylpropyl iodide (0.803 g) and potassium carbonate (0.800 g) were added to DMF (20 ml). The reaction mixture was stirred at room temperature for 24 hours, and water was added thereto, which was then extracted with ethyl acetate. The organic layer was washed with water and a saturated aqueous sodium chloride solution, then dried, and concentrated. The residue was purified by silica gel column chromatography (eluent:ethyl acetate/hexane=1/1) to obtain the entitled compound (0.335 g).

Aufarbeitung

  1. extractionwhich was then extracted with ethyl acetate
  2. washThe organic layer was washed with water
  3. dry with materiala saturated aqueous sodium chloride solution, then dried
  4. concentrationconcentrated
  5. customThe residue was purified by silica gel column chromatography (eluent:ethyl acetate/hexane=1/1)

Quellen und Nachweise

ORD-Eintrag
ord-5071cb665fb941a3a411258f3b4362d5
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07256204B2

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