Sodium Carbonate → 2-(4'-Trifluoromethylphenyl)-6-hydroxybenzoxazole

HRID 265214

Reaktionsgleichung

Reaktionsgleichung von HRID 265214
[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7](Cl)=[O:8])=[CH:5][CH:4]=1.[NH2:14][C:15]1[CH:21]=[CH:20][C:18]([OH:19])=[CH:17][C:16]=1O.C(=O)([O-])[O-].[Na+].[Na+]>>[F:1][C:2]([F:13])([F:12])[C:3]1[CH:11]=[CH:10][C:6]([C:7]2[O:8][C:16]3[CH:17]=[C:18]([OH:19])[CH:20]=[CH:21][C:15]=3[N:14]=2)=[CH:5][CH:4]=1

Komponenten

4

Edukt 3

HCID 10340Sodium CarbonateHCID 676074-(Trifluoromethyl)benzoyl chlorideHCID 4328274-Aminoresorcinol

Produkt 1

HCID 214669512-(4'-Trifluoromethylphenyl)-6-hydroxybenzoxazole

Versuchsvorschrift

1.5 ml (10 mmol) of 4-trifluoromethylbenzoyl chloride were heated to 190° C. in an oil bath and 1.6 g (10 mmol) of 4-aminoresorcinol were added in portions. After 1 hour the reaction mixture was introduced into 100 ml of 10% strength sodium carbonate solution and heated. The unreacted acid chloride was hydrolyzed during this procedure. The product was then extracted with ethyl acetate and purified by column chromatography (silica gel 60, ethyl acetate or chloroform/glacial acetic acid 9:1).

Aufarbeitung

  1. temperatureheated
  2. extractionThe product was then extracted with ethyl acetate
  3. custompurified by column chromatography (silica gel 60, ethyl acetate or chloroform/glacial acetic acid 9:1)

Quellen und Nachweise

ORD-Eintrag
ord-b356f05bc5ba4c558fda3b378cee2c1d
Quelldatensatz
uspto-grants-1997_07
Patentnummer
US05648229

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