Potassium Carbonate → 1-[4-(4-benzyloxyphenyl)butyl)-1H-1,2,3-triazole

HRID 2084370Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2084370
I[CH2:2][CH2:3][CH2:4][CH2:5][C:6]1[CH:11]=[CH:10][C:9]([O:12][CH2:13][C:14]2[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=2)=[CH:8][CH:7]=1.[NH:20]1[CH:24]=[CH:23][N:22]=[N:21]1.C(=O)([O-])[O-].[K+].[K+]>CN(C=O)C>[CH2:13]([O:12][C:9]1[CH:10]=[CH:11][C:6]([CH2:5][CH2:4][CH2:3][CH2:2][N:20]2[CH:24]=[CH:23][N:22]=[N:21]2)=[CH:7][CH:8]=1)[C:14]1[CH:19]=[CH:18][CH:17]=[CH:16][CH:15]=1

Komponenten

5

Edukt 3

HCID 11430Potassium CarbonateHCID 22259342Benzyl 4-(4-iodobutyl)phenyl etherHCID 178418936HCID 178418936, Verbindung

Produkt 1

HCID 227333491-[4-(4-benzyloxyphenyl)butyl)-1H-1,2,3-triazoleAusbeute 42,4 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 6228DimethylformamideLösungsmittel

Reaktionsbedingungen

Temperatur
70 °C

Versuchsvorschrift

Benzyl 4-(4-iodobutyl)phenyl ether (1.1 g), 1H-1,2,3-triazole (0.31 g), and potassium carbonate (0.622 g) were suspended in DMF (7.5 ml), followed by stirring at 70° C. for 26.5 hours. After cooling, the reaction mixture was extracted with ethyl acetate and washed with water and saturated saline. Under reduced pressure, the solvent was distilled off; the residue was subjected to silica gel column chromatography (eluent: hexane-ethyl acetate=4:1→2:3) to yield the titled compound (0.391 g).

Aufarbeitung

  1. temperatureAfter cooling
  2. extractionthe reaction mixture was extracted with ethyl acetate
  3. washwashed with water and saturated saline
  4. distillationUnder reduced pressure, the solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-4017f839441f42908f0a339695075be8
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06716863B2

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