Phosphorus oxychloride → Ethyl 5-(3-chlorophenyl)oxazole-2-carboxylate

HRID 2301879Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 2301879
[Cl:1][C:2]1[CH:3]=[C:4]([C:8](=[O:18])[CH2:9][NH:10][C:11](=O)[C:12]([O:14][CH2:15][CH3:16])=[O:13])[CH:5]=[CH:6][CH:7]=1.O=P(Cl)(Cl)Cl>C1C=CC=CC=1>[Cl:1][C:2]1[CH:3]=[C:4]([C:8]2[O:18][C:11]([C:12]([O:14][CH2:15][CH3:16])=[O:13])=[N:10][CH:9]=2)[CH:5]=[CH:6][CH:7]=1

Komponenten

4

Edukt 2

HCID 24813Phosphorus oxychlorideHCID 85809577Ethyl [[2-(3-Chlorophenyl)-2-oxoethyl]amino](oxo)acetate

Produkt 1

HCID 22350710Ethyl 5-(3-chlorophenyl)oxazole-2-carboxylateAusbeute 51,6 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 241BenzeneLösungsmittel

Versuchsvorschrift

A mixture of the product from Step 79b (1.28 g, 4.70 mmol, 1 eq), benzene (8 mL), and POCl3 (2.0 mL, 21 mmol) is heated under reflux for 65 h and cooled. The mixture is then evaporated and extracted between CHCl3 and water. The organic layer is separated, dried over MgSO4, filtered, and evaporated. The residue is crystallized from EtOH to give the title product (0.61 g, 51%). MS (ESI) for C12H10ClNO3 m/z 252 (M+H)+.

Aufarbeitung

  1. temperatureis heated
  2. temperatureunder reflux for 65 h
  3. temperaturecooled
  4. customThe mixture is then evaporated
  5. extractionextracted between CHCl3 and water
  6. customThe organic layer is separated
  7. dry with materialdried over MgSO4
  8. filtrationfiltered
  9. customevaporated
  10. customThe residue is crystallized from EtOH

Quellen und Nachweise

ORD-Eintrag
ord-761f6b695d6441f481f71c097cc66d29
Quelldatensatz
uspto-grants-2002_12
Patentnummer
US06500840B2

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