Reaktion #593352

Reaktionsgleichung

acetoacetonitrile

t-butoxybis(dimethyl amino)methane

DMF-DMA

→

5-(dimethylamino)-2-[(dimethylamino)methylene]-3-oxopent-4-enenitrile

Ausbeute 67.5%

Reaktionsbedingungen

Aufarbeitung

1. 1
   Sonstigeevaporated
2. 2
   Sonstigeto remove the volatiles
3. 3
   SonstigeThe residue was triturated with hexanes/ether (1:1)
4. 4
   Filtrationthe solids were collected by filtration
5. 5
   Waschenwashed with hexanes/ether (1:1)

Vorschrift

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.

Quelle