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Water → Ethyl 2-p-chlorophenyl-5-(2,5-dimethylphenoxy)-4-oxazoleacetate

HRID 46769
Notizen
Druckvorschau

Reaktionsgleichung

Reaktionsgleichung von HRID 46769
[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([O:17][C:18]3[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][C:19]=3[CH3:25])=[C:11]([CH2:13][C:14]([OH:16])=[O:15])[N:12]=2)=[CH:4][CH:3]=1.[CH2:26](N(CC)CC)[CH3:27].C(Br)C.O>CN(C)C=O.C(OCC)(=O)C>[Cl:1][C:2]1[CH:7]=[CH:6][C:5]([C:8]2[O:9][C:10]([O:17][C:18]3[CH:23]=[C:22]([CH3:24])[CH:21]=[CH:20][C:19]=3[CH3:25])=[C:11]([CH2:13][C:14]([O:16][CH2:26][CH3:27])=[O:15])[N:12]=2)=[CH:4][CH:3]=1
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Komponenten

7

Edukt 4

HCID 962WaterHCID 6332Ethyl BromideHCID 8471TriethylamineHCID 203856742-p-Chlorophenyl-5-(2,5-dimethylphenoxy)-4-oxazoleacetic acid

Produkt 1

HCID 20385693Ethyl 2-p-chlorophenyl-5-(2,5-dimethylphenoxy)-4-oxazoleacetate

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 6228
Dimethylformamide
Lösungsmittel
HCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a solution of 0.80 g of 2-p-chlorophenyl-5-(2,5-dimethylphenoxy)-4-oxazoleacetic acid in 8 ml of dimethylformamide were added 1 ml of triethylamine and 1.5 ml of ethyl bromide. The mixture was stirred at 35°-40° C. for 90 minutes. The reaction mixture was poured into water and ethyl acetate and shaken with a separate funnel. The organic layer was successively washed with water, diluted hydrochloric acid and water, dried over anhydrous sodium sulfate and concentrated under reduced pressure. The white crystalline residue was recrystallized from n-hexane to give 0.68 g of the title compound as white fine needles, melting at 122°-123.5° C.

Aufarbeitung

  1. stirringshaken with a separate funnel
  2. washThe organic layer was successively washed with water, diluted hydrochloric acid and water
  3. dry with materialdried over anhydrous sodium sulfate
  4. concentrationconcentrated under reduced pressure
  5. customThe white crystalline residue was recrystallized from n-hexane

Quellen und Nachweise

ORD-Eintrag
ord-78d5fb0f79924ff3ba2378b92fb05498
Quelldatensatz
uspto-grants-1979_11
DOI
10.6084/m9.figshare.5104873.v1
Patentnummer
US04175130

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