Sodium hydride → 1-[3-(3-benzyloxyphenyl)propyl]-1H-1,2,3-triazole

HRID 2084376Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2084376
[NH:1]1[CH:5]=[CH:4][N:3]=[N:2]1.[H-].[Na+].I[CH2:9][CH2:10][CH2:11][C:12]1[CH:13]=[C:14]([O:18][CH2:19][C:20]2[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=2)[CH:15]=[CH:16][CH:17]=1>CN(C=O)C.C(OCC)(=O)C>[CH2:19]([O:18][C:14]1[CH:13]=[C:12]([CH2:11][CH2:10][CH2:9][N:1]2[CH:5]=[CH:4][N:3]=[N:2]2)[CH:17]=[CH:16][CH:15]=1)[C:20]1[CH:21]=[CH:22][CH:23]=[CH:24][CH:25]=1

Komponenten

6

Edukt 3

HCID 24758Sodium hydrideHCID 22733348Benzyl 3-(3-iodopropyl)phenyl etherHCID 178418936HCID 178418936, Verbindung

Produkt 1

HCID 121098701-[3-(3-benzyloxyphenyl)propyl]-1H-1,2,3-triazoleAusbeute 37,4 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228DimethylformamideLösungsmittel2×HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

In an argon atmosphere, 1H-1,2,3-triazole (0.9 g) was dissolved in DMF (20 ml); 65% oily sodium hydride (0.48 g) was added. After stirring for 30 minutes, a solution of benzyl 3-(3-iodopropyl)phenyl ether (3.53 g) in DMF (5 ml) was added, followed by stirring at room temperature for 19 hours. The reaction mixture was diluted with ethyl acetate and washed with water and saturated saline. Under reduced pressure, the solvent was distilled off; the residue was subjected to column chromatography to yield the titled compound (1.1 g) as colorless crystals.

Aufarbeitung

  1. stirringby stirring at room temperature for 19 hours
  2. washwashed with water and saturated saline
  3. distillationUnder reduced pressure, the solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-97cbaffd525341eaaf687188f14621fc
Quelldatensatz
uspto-grants-2004_04
Patentnummer
US06716863B2

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