Dimethylformamide → HCID 20085208, Verbindung

HRID 1608770

Reaktionsgleichung

Reaktionsgleichung von HRID 1608770
[H-].[Na+].[Cl:3][C:4]1[CH:9]=[CH:8][C:7]([C:10]([CH2:18][N:19]2[CH:23]=[N:22][CH:21]=[N:20]2)([CH2:14][CH2:15][CH2:16][CH3:17])C(N)=O)=[CH:6][CH:5]=1.[CH3:24][N:25]([CH3:28])[CH:26]=[O:27]>>[CH3:24][N:25]([CH3:28])[C:26](=[O:27])[C:10]([C:7]1[CH:8]=[CH:9][C:4]([Cl:3])=[CH:5][CH:6]=1)([CH2:18][N:19]1[CH:23]=[N:22][CH:21]=[N:20]1)[CH2:14][CH2:15][CH2:16][CH3:17]

Komponenten

4

Edukt 3

HCID 6228Dimethylformamide2×HCID 24758Sodium hydrideHCID 199569562-(4-Chlorophenyl)-2-[(1,2,4-triazol-1-yl)methyl]hexanamide

Produkt 1

HCID 20085208HCID 20085208, VerbindungAusbeute 45,1 %

Versuchsvorschrift

To a 100 mL 3 neck flask stirring under nitrogen was charged 1.5 g (0.9375 mole) 60% sodium hydride (prewashed with hexanes) in 50 mL of dimethyl formamide. To the slurry was charged 3.83 g (0.0125 mole) of 2-(4-chlorophenyl)-2-[(1,2,4-triazol-1-yl)methyl]hexanamide in 50 mL of dimethyl formamide. The mixture was sitrred at room temperature for 3 hours then quenched by adding 20 mL of water and 75 mL of ether. The ether was washed with 50 mL water and the aqueous phase was extracted with 50 ml ethyl acetate. The ether was dried and concentrated and gave 1.88 g (45.1% yield) of product as an oil, Example 160 of Table 1.

Aufarbeitung

  1. customthen quenched
  2. additionby adding 20 mL of water and 75 mL of ether
  3. washThe ether was washed with 50 mL water
  4. extractionthe aqueous phase was extracted with 50 ml ethyl acetate
  5. dry with materialThe ether was dried
  6. concentrationconcentrated

Quellen und Nachweise

ORD-Eintrag
ord-b598439a56a243ab8161ff692ae65620
Quelldatensatz
uspto-grants-1995_03
Patentnummer
US05397768

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