Phenol → Phenyl 1H-imidazole-1-sulfonate

HRID 1403722Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 1403722
[C:1]1([OH:7])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[S:8](N1C=CN=C1)([N:11]1[CH:15]=[CH:14][N:13]=[CH:12]1)(=[O:10])=[O:9].C([O-])([O-])=O.[Cs+].[Cs+]>C1COCC1>[N:11]1([S:8]([O:7][C:1]2[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=2)(=[O:10])=[O:9])[CH:15]=[CH:14][N:13]=[CH:12]1

Komponenten

5

Edukt 3

HCID 996PhenolHCID 10796Cesium carbonateHCID 816091,1'-sulphonylbis-1H-imidazole

Produkt 1

HCID 90409877Phenyl 1H-imidazole-1-sulfonateAusbeute 60,2 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 8028TetrahydrofuranLösungsmittel

Versuchsvorschrift

To a solution of phenol (400 mg, 4.3 mmol) in THF (25 mL) was added 1,1′-sulfonyldiimidazole (1.0 g, 5.1 mmol) and Cs2CO3 (2.8 g, 8.5 mmol). The mixture was stirred at ambient temperature for 16 h. The solvent was removed and the residue was purified by silica gel chromatography to yield the title compound (580 mg, 60%).

Aufarbeitung

  1. customThe solvent was removed
  2. customthe residue was purified by silica gel chromatography

Quellen und Nachweise

ORD-Eintrag
ord-3d58a4fabebf41b3a136f564eca7e95a
Quelldatensatz
uspto-grants-2014_12
Patentnummer
US08912219B2

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