Sodium Acetate → (3Z)-3-{1-[(3-hydroxy-4-methoxybenzyl)amino]ethylidene}-4-phenylpiperidine-2,6-dione

HRID 2236623Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2236623
O/[C:2](=[C:4]1\[C:5](=[O:17])[NH:6][C:7](=[O:16])[CH2:8][CH:9]\1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)/[CH3:3].[NH2:18][CH2:19][C:20]1[CH:21]=[CH:22][C:23]([O:27][CH3:28])=[C:24]([OH:26])[CH:25]=1.C([O-])(=O)C.[Na+]>C(O)C>[OH:26][C:24]1[CH:25]=[C:20]([CH:21]=[CH:22][C:23]=1[O:27][CH3:28])[CH2:19][NH:18]/[C:2](=[C:4]1\[C:5](=[O:17])[NH:6][C:7](=[O:16])[CH2:8][CH:9]\1[C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)/[CH3:3]

Komponenten

5

Edukt 3

HCID 517045Sodium AcetateHCID 11329985-(Aminomethyl)-2-methoxyphenolHCID 68694730(3Z)-3-(1-hydroxyethylidene)-4-phenylpiperidine-2,6-dione

Produkt 1

HCID 59300292(3Z)-3-{1-[(3-hydroxy-4-methoxybenzyl)amino]ethylidene}-4-phenylpiperidine-2,6-dioneAusbeute 89,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 702EthanolLösungsmittel

Versuchsvorschrift

To a suspension of (3Z)-3-(1-hydroxyethylidene)-4-phenylpiperidine-2,6-dione (0.12 g, 0.52 mmol) and 5-(aminomethyl)-2-methoxyphenol (98 mg, 0.52 mmol) in absolute ethanol (5 mL) is added sodium acetate (0.75 mmol). The mixture is heated at reflux overnight and then allowed to cool to room temperature. The solvent is evaporated under reduced pressure and the residue is triturated with diethyl ether. The solid is collected, washed with diethyl ether, water, and methanol, and dried under vacuum to give (3Z)-3-{1-[(3-hydroxy-4-methoxybenzyl)amino]ethylidene}-4-phenylpiperidine-2,6-dione as a white powder (0.17 g, 88%).

Aufarbeitung

  1. temperatureThe mixture is heated
  2. temperatureat reflux overnight
  3. customThe solvent is evaporated under reduced pressure
  4. customthe residue is triturated with diethyl ether
  5. customThe solid is collected
  6. washwashed with diethyl ether, water, and methanol
  7. customdried under vacuum

Quellen und Nachweise

ORD-Eintrag
ord-ffcd082288644aaeb3eaacea2ecc158f
Quelldatensatz
uspto-grants-2010_05
Patentnummer
US07713994B2

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