Dimethylformamide → 4-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl cyanide

HRID 233277Notizen

Reaktionsgleichung

Reaktionsgleichung von HRID 233277
[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20]Cl)=[CH:18][CH:17]=1.[C-]#N.[K+].[CH3:27][N:28](C)C=O>O>[CH3:1][C:2]1[O:6][C:5]([C:7]2[CH:12]=[CH:11][CH:10]=[CH:9][CH:8]=2)=[N:4][C:3]=1[CH2:13][CH2:14][O:15][C:16]1[CH:23]=[CH:22][C:19]([CH2:20][C:27]#[N:28])=[CH:18][CH:17]=1

Komponenten

5

Edukt 3

HCID 6228DimethylformamideHCID 9032Potassium CyanideHCID 118095944-[2-(4-Chloromethylphenoxy)ethyl]-5-methyl-2-phenyloxazole

Produkt 1

HCID 109471004-[2-(5-Methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl cyanideAusbeute 81 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 962WaterLösungsmittel

Reaktionsbedingungen

Temperatur
60 °C

Versuchsvorschrift

A mixture of 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl chloride (6.4 g), powdered potassium cyanide (4.0 g) and N,N-dimethylformamide (50 ml) was stirred for two hours at 60° C. The reaction mixture was poured into water, which was subjected to extraction with ethyl acetate. The ethyl acetate layer was washed with water and dried (MgSO4), then the solvent was distilled off to leave 4-[2-(5-methyl-2-phenyl-4-oxazolyl)ethoxy]benzyl cyanide (5.2 g, 81%). The product was recrystallized from ethyl acetate--hexane to afford colorless needles, m.p.109°-110° C.

Aufarbeitung

  1. extractionwas subjected to extraction with ethyl acetate
  2. washThe ethyl acetate layer was washed with water
  3. dry with materialdried (MgSO4)
  4. distillationthe solvent was distilled off

Quellen und Nachweise

ORD-Eintrag
ord-6aabd8c155814be78b354befd4efde41
Quelldatensatz
uspto-grants-1997_01
Patentnummer
US05591862

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