Potassium Carbonate → N-[1-(4-Formylphenyl)-4-piperidinyl]-N-(1-methylethyl)acetamide

HRID 591655Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 591655
Cl.[CH:2]([N:5]([CH:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1)[C:6](=[O:8])[CH3:7])([CH3:4])[CH3:3].F[C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1.C([O-])([O-])=O.[K+].[K+]>CN(C=O)C.O>[CH:20]([C:19]1[CH:22]=[CH:23][C:16]([N:12]2[CH2:11][CH2:10][CH:9]([N:5]([CH:2]([CH3:4])[CH3:3])[C:6](=[O:8])[CH3:7])[CH2:14][CH2:13]2)=[CH:17][CH:18]=1)=[O:21]

Komponenten

6

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

To a solution of N-isopropyl-N-(piperidin-4-yl)acetamide hydrogen chloride (0.260 g, 1.41 mmol) in DMF (5 mL) was added 4-fluorobenzaldehyde (0.18 mL, 1.69 mmol) and K2CO3 (0.233 g, 1.69 mmol). The resulting solution was heated to 120° C. overnight, and cooled. The cooled solution was diluted with water and extracted with CH2Cl2. The organics were washed with brine, dried over anhydrous Na2SO4, filtered, and concentrated in vacuo. The material was purified by flash chromatography on silica gel, eluting with 0% to 5% MeOH/CH2Cl2, to afford N-(1-(4-formylphenyl)piperidin-4-yl)-N-isopropylacetamide (0.290 g, 71%).

Aufarbeitung

  1. temperaturecooled
  2. extractionextracted with CH2Cl2
  3. washThe organics were washed with brine
  4. dry with materialdried over anhydrous Na2SO4
  5. filtrationfiltered
  6. concentrationconcentrated in vacuo
  7. customThe material was purified by flash chromatography on silica gel
  8. washeluting with 0% to 5% MeOH/CH2Cl2

Quellen und Nachweise

ORD-Eintrag
ord-77a3d06ac0ce4ec0b0f1e22d9d971443
Quelldatensatz
uspto-grants-2016_01
Patentnummer
US09238640B2

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