Sodium Hydroxide → HCID 22018411, Verbindung

HRID 392585Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 392585
C1(C(=[N:14][C:15]2[CH:16]=[C:17]3[C:22](=[CH:23][CH:24]=2)[CH:21]=[C:20]([C:25]([C:30]2[N:31]=[CH:32][N:33]([C:35]([C:48]4[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=4)([C:42]4[CH:47]=[CH:46][CH:45]=[CH:44][CH:43]=4)[C:36]4[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=4)[CH:34]=2)([OH:29])[CH:26]([CH3:28])[CH3:27])[CH:19]=[CH:18]3)C2C=CC=CC=2)C=CC=CC=1.C([O-])(=O)C.[Na+].Cl.NO.[OH-].[Na+]>C1COCC1.CO>[NH2:14][C:15]1[CH:16]=[C:17]2[C:22](=[CH:23][CH:24]=1)[CH:21]=[C:20]([C:25]([C:30]1[N:31]=[CH:32][N:33]([C:35]([C:48]3[CH:53]=[CH:52][CH:51]=[CH:50][CH:49]=3)([C:42]3[CH:43]=[CH:44][CH:45]=[CH:46][CH:47]=3)[C:36]3[CH:41]=[CH:40][CH:39]=[CH:38][CH:37]=3)[CH:34]=1)([OH:29])[CH:26]([CH3:28])[CH3:27])[CH:19]=[CH:18]2

Komponenten

7

Edukt 4

HCID 14798Sodium HydroxideHCID 443297Hydroxyamine hydrochlorideHCID 517045Sodium AcetateHCID 22018326HCID 22018326, Verbindung

Produkt 1

HCID 22018411HCID 22018411, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 887MethanolLösungsmittelHCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

1-{6-[(Diphenylmethylene)amino]naphthalen-2-yl}-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol (15.0 g) was dissolved in THF (5 ml)-methanol (5 ml) and sodium acetate (285 mg) and hydroxylamine hydrochloride (181 mg) were added. The mixture was stirred at room temperature for 20 min. 0.1N aqueous sodium hydroxide solution was added and the mixture was extracted with ethyl acetate, washed with saturated brine and dried to give a crude product of 1-(6-aminonaphthalen-2-yl)-2-methyl-1-(1-trityl-1H-imidazol-4-yl)-1-propanol as a pale-yellow oily substance. This product was dissolved in dichloromethane (100 ml), and pyridine (5.3 ml) and acetic anhydride (4.1 ml) were added. The mixture Was stirred at room temperature for 40 min. Saturated aqueous sodium hydrogen carbonate was added, and the mixture was extracted with dichloromethane and dried. The solvent was evaporated and the residue was recrystallized from ethyl acetate to give the title compound (11.6 g) as pale-red crystals.

Aufarbeitung

  1. additionwere added
  2. extractionthe mixture was extracted with ethyl acetate
  3. washwashed with saturated brine
  4. customdried

Quellen und Nachweise

ORD-Eintrag
ord-36f71b678be648a28eb184f299da1e85
Quelldatensatz
uspto-grants-2004_10
Patentnummer
US06800778B1

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