Acetic Acid → 4-(4-Chlorophenyl)-2,3-dihydro-1,3-oxazol-2-one

HRID 47927

Reaktionsgleichung

Reaktionsgleichung von HRID 47927
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8](=[O:11])[CH2:9][OH:10])=[CH:4][CH:3]=1.[O-:12][C:13]#[N:14].[K+].[CH:16](O)([CH3:18])[CH3:17].C(O)(=O)C>O>[CH:16]([O:11][CH:8]([CH3:5])[CH3:9])([CH3:18])[CH3:17].[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[NH:14][C:13](=[O:12])[O:10][CH:9]=2)=[CH:4][CH:3]=1

Komponenten

7

Edukt 4

HCID 176Acetic AcidHCID 3776IsopropanolHCID 5870851-(4-Chlorophenyl)-2-hydroxyethan-1-oneHCID 11378442Potassium cyanate

Produkt 2

HCID 7914Diisopropyl EtherHCID 114241254-(4-Chlorophenyl)-2,3-dihydro-1,3-oxazol-2-oneAusbeute 85,1 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
50 °C

Versuchsvorschrift

To a mixture of 4′-chloro-2-hydroxyacetophenone (3.41 g), potassium cyanate (3.25 g) and isopropanol (15 mL) was added dropwise acetic acid (2.88 g) at 50° C. The obtained mixture was stirred at 50° C. for 5 h and water (34 mL) was added. The precipitated crystals were collected by filtration, and washed with water and then with isopropyl ether to give 4-(4-chlorophenyl)-2-oxo-4-oxazoline (3.33 g; yield 85.1%).

Aufarbeitung

  1. filtrationThe precipitated crystals were collected by filtration
  2. washwashed with water

Quellen und Nachweise

ORD-Eintrag
ord-0c97421450554779ba21a39d6fa20d87
Quelldatensatz
uspto-grants-2004_03
Patentnummer
US06699995B1

Verknüpfte Notizen

Wird geladen…