3-Oxobutyronitrile → HCID 72297055, Verbindung

HRID 506170

Reaktionsgleichung

Reaktionsgleichung von HRID 506170
[C:1](#[N:6])[CH2:2][C:3]([CH3:5])=[O:4].C(O[CH:12]([N:16]([CH3:18])[CH3:17])N(C)C)(C)(C)C.[CH3:19][N:20]([CH:22](OC)OC)[CH3:21]>>[CH3:18][N:16]([CH3:17])[CH:12]=[CH:5][C:3](=[O:4])[C:2](=[CH:19][N:20]([CH3:22])[CH3:21])[C:1]#[N:6]

Komponenten

4

Edukt 3

HCID 755793-OxobutyronitrileHCID 78373Dimethylformamide dimethyl acetalHCID 79885tert-Butoxy bis(dimethylamino)methane

Produkt 1

HCID 72297055HCID 72297055, VerbindungAusbeute 67,5 %

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

A mixture of acetoacetonitrile (41 g, 493 mmol), t-butoxybis(dimethyl amino)methane (86 g, 493 mmol) and DMF-DMA (263 mL, 1.97 mol) was heated at 100° C. overnight and evaporated to remove the volatiles. The residue was triturated with hexanes/ether (1:1) and the solids were collected by filtration and washed with hexanes/ether (1:1) and a minimum amount of EtOAc to give 64.3 g (67%) of 5-(dimethylamino)-2-[(dimethylamino)methylene]-3-oxopent-4-enenitrile as a light yellow solid, which was used for the next step without further purification.

Aufarbeitung

  1. customevaporated
  2. customto remove the volatiles
  3. customThe residue was triturated with hexanes/ether (1:1)
  4. filtrationthe solids were collected by filtration
  5. washwashed with hexanes/ether (1:1)

Quellen und Nachweise

ORD-Eintrag
ord-c6005b4fad4544b394938890aa4465f5
Quelldatensatz
uspto-grants-2010_08
Patentnummer
US07781591B2

Verknüpfte Notizen

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