Potassium Iodide → 1-[2-(4-methoxy-phenyl)-oxazol-4-ylmethyl]-1H-[1,2,3]triazole

HRID 854677Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 854677
Cl[CH2:2][C:3]1[N:4]=[C:5]([C:8]2[CH:13]=[CH:12][C:11]([O:14][CH3:15])=[CH:10][CH:9]=2)[O:6][CH:7]=1.[NH:16]1[CH:20]=[CH:19][N:18]=[N:17]1.[I-].[K+].[OH-].[Na+]>CC(O)(CC)C>[CH3:15][O:14][C:11]1[CH:12]=[CH:13][C:8]([C:5]2[O:6][CH:7]=[C:3]([CH2:2][N:16]3[CH:20]=[CH:19][N:18]=[N:17]3)[N:4]=2)=[CH:9][CH:10]=1

Komponenten

6

Edukt 4

HCID 4875Potassium IodideHCID 14798Sodium HydroxideHCID 199587944-(Chloromethyl)-2-(4-methoxyphenyl)-1,3-oxazoleHCID 178418936HCID 178418936, Verbindung

Produkt 1

HCID 694249801-[2-(4-methoxy-phenyl)-oxazol-4-ylmethyl]-1H-[1,2,3]triazoleAusbeute 64 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 64052-Methyl-2-butanolLösungsmittel

Reaktionsbedingungen

Temperatur
120 °C

Versuchsvorschrift

A suspension of 5.59 g (25 mmol) 4-chloromethyl-2-(4-methoxy-phenyl)-oxazole, 2.59 g (37.5 mmol) 1H-[1,2,3]triazole, 0.41 g (2.5 mmol) potassium iodide and 1.5 g (37.5 mmol) sodium hydroxide (NaOH) in 50 ml 2-methyl-2-butanol was stirred at 120° C. for 5 h. After evaporation, the residue was quenched with water and extracted with ethyl acetate. The extract was dried, concentrated and purified on silica. Elution with ethyl acetate yielded 4.1 g (64%) 1-[2-(4-methoxy-phenyl)-oxazol-4-ylmethyl]-1H-[1,2,3]triazole as white crystals, melting at 126-127° C.

Aufarbeitung

  1. customAfter evaporation
  2. customthe residue was quenched with water
  3. extractionextracted with ethyl acetate
  4. customThe extract was dried
  5. concentrationconcentrated
  6. custompurified on silica
  7. washElution with ethyl acetate

Quellen und Nachweise

ORD-Eintrag
ord-659cccd970954677ac22b9dd361dfb45
Quelldatensatz
uspto-grants-2007_08
Patentnummer
US07259262B2

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