Potassium Carbonate → HCID 22111005, Verbindung

HRID 565712Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 565712
I[CH2:2][C:3]1([CH3:18])[CH2:7][C:6]2[C:8]([CH3:17])=[C:9]([NH2:16])[C:10]([CH3:15])=[C:11]([CH:12]([CH3:14])[CH3:13])[C:5]=2[O:4]1.[C:19]1([CH:25]([C:33]2[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=2)[NH:26][CH:27]2[CH2:32][CH2:31][NH:30][CH2:29][CH2:28]2)[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C(=O)C.O>[NH2:16][C:9]1[C:10]([CH3:15])=[C:11]([CH:12]([CH3:14])[CH3:13])[C:5]2[O:4][C:3]([CH2:2][N:30]3[CH2:31][CH2:32][CH:27]([NH:26][CH:25]([C:33]4[CH:38]=[CH:37][CH:36]=[CH:35][CH:34]=4)[C:19]4[CH:24]=[CH:23][CH:22]=[CH:21][CH:20]=4)[CH2:28][CH2:29]3)([CH3:18])[CH2:7][C:6]=2[C:8]=1[CH3:17]

Komponenten

6

Edukt 3

HCID 11430Potassium CarbonateHCID 13644890HCID 13644890, VerbindungHCID 22111007HCID 22111007, Verbindung

Produkt 1

HCID 22111005HCID 22111005, VerbindungAusbeute 91,9 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 962WaterLösungsmittelHCID 31374DimethylacetamideLösungsmittel

Versuchsvorschrift

A suspension of 2,3-dihydro-2-(iodomethyl)-7-isopropyl-2,4,6-trimethyl-5-benzofuranamine (1.1 g), N-(diphenylmethyl)-4-piperidinamine (1.4 g) and potassium carbonate (0.83 g) in N,N-dimethylacetamide (6 mL) was refluxed for 4.5 hours. The mixture was diluted with water and the product was extracted twice with ethyl acetate. The combined organic layer was washed with water and saturated aqueous sodium chloride, dried over magnesium sulfate, filtrated and evaporated in vacuo. The residue was purified with basic silica gel column chromatography (hexane:ethyl acetate=20:1 to 5:1) and recrystallized from hexane/ethyl acetate to afford 1.4 g of the title compound. Yield 91%.

Aufarbeitung

  1. temperaturewas refluxed for 4.5 hours
  2. extractionthe product was extracted twice with ethyl acetate
  3. washThe combined organic layer was washed with water and saturated aqueous sodium chloride
  4. dry with materialdried over magnesium sulfate
  5. filtrationfiltrated
  6. customevaporated in vacuo
  7. customThe residue was purified with basic silica gel column chromatography (hexane:ethyl acetate=20:1 to 5:1)
  8. customrecrystallized from hexane/ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-b82d4ca959cc4dc2827767692815f443
Quelldatensatz
uspto-grants-2001_01
Patentnummer
US06172085B2

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