2-Benzylideneamino-4-methylphenol → 2-Phenyl-5-methylbenzoxazole

HRID 970814

Reaktionsgleichung

Reaktionsgleichung von HRID 970814
[CH:1](=[N:8][C:9]1[CH:14]=[C:13]([CH3:15])[CH:12]=[CH:11][C:10]=1[OH:16])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C1(C)C=CC=CC=1.O.O.C([O-])(=O)C.[Mn+3].C([O-])(=O)C.C([O-])(=O)C>[CH3:15][C:13]1[CH:12]=[CH:11][C:10]2[O:16][C:1]([C:2]3[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=3)=[N:8][C:9]=2[CH:14]=1

Komponenten

4

Edukt 1

HCID 112987892-Benzylideneamino-4-methylphenol

Produkt 1

HCID 819192-Phenyl-5-methylbenzoxazoleAusbeute 93,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 12416832Manganese triacetate dihydrateKatalysatorHCID 1140TolueneLösungsmittel

Versuchsvorschrift

A mixture of 2-benzylideneamino-4-methylphenol 54 (1.34 g, 6.3 mmol) and manganese (III) acetate dihydrate (3.4 g, 12.7 mmol) in toluene (65 ml) was heated at reflux under an atmosphere of N2 for 1 hr and cooled to room temperature. The mixture was filtered to remove the insoluble manganese salts. The filtrate was evaporated under reduced pressure. The residue was taken up in methylene chloride and purified by filtration to yield 1.23 g 5-methyl-2-phenylbenzoxazole 55.

Aufarbeitung

  1. temperaturewas heated
  2. temperatureat reflux under an atmosphere of N2 for 1 hr
  3. filtrationThe mixture was filtered
  4. customto remove the insoluble manganese salts
  5. customThe filtrate was evaporated under reduced pressure
  6. filtrationpurified by filtration

Quellen und Nachweise

ORD-Eintrag
ord-dccdd17e304a420d9312af8ef26f3894
Quelldatensatz
uspto-grants-2007_12
Patentnummer
US07312230B2

Verknüpfte Notizen

Wird geladen…