Sodium Carbonate → HCID 9927715, Verbindung

HRID 2379729Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2379729
[C:1]1([C:7]2([C:13](=[O:16])[CH2:14][CH3:15])[CH2:12][CH2:11][NH:10][CH2:9][CH2:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Br[CH2:18][CH2:19][CH2:20][C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1.C(=O)([O-])[O-].[Na+].[Na+]>C(O)CCC>[C:1]1([C:7]2([C:13](=[O:16])[CH2:14][CH3:15])[CH2:8][CH2:9][N:10]([CH2:18][CH2:19][CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)[CH2:11][CH2:12]2)[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=1

Komponenten

5

Edukt 3

HCID 10340Sodium CarbonateHCID 12503(3-Bromopropyl)benzeneHCID 1979401-(4-Phenylpiperidin-4-yl)propan-1-one

Produkt 1

HCID 9927715HCID 9927715, Verbindung

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 2631-ButanolLösungsmittel

Versuchsvorschrift

6 g 4-phenyl-4-propionylpiperidine and 3.6 ml 1-bromo-3-phenylpropane was refluxed in 500 ml n-butanol with 10 g sodium carbonate for 16 hours. The reaction mixture was filtered through a silica plug and concentrated in vacuo. The residue was taken up in ethyl acetate and washed with water, then saturated brine and dried over potassium carbonate. The solution was concentrated in vacuo, 8 g of the residue was taken up in 150 ml acetonitrile and heated with 2.5 g fumaric acid. The resulting precipitate was collected by filtration, giving 3 g 4-phenyl-1-(3-phenylpropyl)-4-propionylpiperidine as the fumarate salt, melting point 136°-138° C.

Aufarbeitung

  1. filtrationThe reaction mixture was filtered through a silica plug
  2. concentrationconcentrated in vacuo
  3. washwashed with water
  4. dry with materialsaturated brine and dried over potassium carbonate
  5. concentrationThe solution was concentrated in vacuo, 8 g of the residue
  6. temperatureheated with 2.5 g fumaric acid
  7. filtrationThe resulting precipitate was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-cdc3b32fa47a43b782dae096eb6e91e5
Quelldatensatz
uspto-grants-1994_11
Patentnummer
US05364867

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