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

HRID 1827993

Reaktionsgleichung

Reaktionsgleichung von HRID 1827993
[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 (1.34g, 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-f78c79d4103444c8b2a1366a98344f45
Quelldatensatz
uspto-grants-2006_06
Patentnummer
US07056903B2

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