Potassium Carbonate → [2-(4-Methoxy-phenyl)-ethyl]-(2-piperidin-1-yl-phenyl)-amine

HRID 222852

Reaktionsgleichung

Reaktionsgleichung von HRID 222852
[N:1]1([C:7]2[CH:13]=[CH:12][CH:11]=[CH:10][C:8]=2[NH2:9])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.[CH3:14][O:15][C:16]1[CH:24]=[CH:23][C:19]([CH2:20][CH2:21]Cl)=[CH:18][CH:17]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH3:14][O:15][C:16]1[CH:24]=[CH:23][C:19]([CH2:20][CH2:21][NH:9][C:8]2[CH:10]=[CH:11][CH:12]=[CH:13][C:7]=2[N:1]2[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]2)=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 875134-(2-Chloroethyl)phenyl methyl etherHCID 4587952-(Piperidin-1-yl)aniline

Produkt 1

HCID 68835193[2-(4-Methoxy-phenyl)-ethyl]-(2-piperidin-1-yl-phenyl)-amine

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

To 1 g of 2-piperidinoaniline in 10 mL of DMF are added 1.72 mL of 4-methoxyphenethyl chloride (2 equivalents) and 2.35 g of potassium carbonate (3 equivalents). The whole is heated to 100° C. for 60 hrs and then poured on ice and extracted with ethyl acetate. The organic phase washed with a saturated solution of sodium chloride is dried on magnesium sulfate, filtered and evaporated under reduced pressure. With several silica gel chromatographies of the residue (petroleum ether, petroleum ether/ethyl acetate: 98/2), 255 mg of the desired product were able to be isolated.

Aufarbeitung

  1. additionpoured on ice
  2. extractionextracted with ethyl acetate
  3. washThe organic phase washed with a saturated solution of sodium chloride
  4. customis dried on magnesium sulfate
  5. filtrationfiltered
  6. customevaporated under reduced pressure
  7. customto be isolated

Quellen und Nachweise

ORD-Eintrag
ord-2413a54722fa46b19b248ebedadfaa54
Quelldatensatz
uspto-grants-2012_06
Patentnummer
US08207373B2

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