Reaktion #1610568

ord-63dbe4cd6b7d49a1b29a805c2887006f

Reaktionsgleichung

CC(=O)CC#N
3-Oxo-butyronitrile
CC(=O)N(C)C
DMA
CN(C)C=O
DMF
→
CC(=O)/C(C#N)=C/N(C)C
title compound
CC(=O)/C(C#N)=C/N(C)C
(E)-2-[(dimethylamino)-methylene]-3-oxobutanenitrile

Edukte

CC(=O)CC#N
3-Oxo-butyronitrile
CC(=O)N(C)C
DMA
CN(C)C=O
DMF

Reagenzien

Keine

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe solvents were then removed under vacuum
  2. 2
    Sonstigeto yield a solid
  3. 3
    SonstigeThe solid was partitioned between ethyl acetate (1.5 L) and saturated sodium bicarbonate solution (1 L)
  4. 4
    SonstigeThe layers were separated
  5. 5
    Extraktionthe aqueous layer was extracted with ethyl acetate (1.5 L)
  6. 6
    Sonstigethe solvent removed under vacuum

Vorschrift

3-Oxo-butyronitrile (113 g, 1.36 mol) and DMF.DMA (215 g, 1.81 mol) were heated to 80° C. for two hours. The solvents were then removed under vacuum to yield a solid. The solid was partitioned between ethyl acetate (1.5 L) and saturated sodium bicarbonate solution (1 L). The layers were separated and the aqueous layer was extracted with ethyl acetate (1.5 L). The organic layers were combined and the solvent removed under vacuum to yield the title compound as a solid.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09079884B2uspto-grants-2015_07