Reaktion #822306

ord-9e3147b35d304049baf7b8b39ffd3b4b

Reaktionsgleichung

Cc1ccc([N+](=O)[O-])cc1Cl
2-chloro-4-nitrotoluene
CN(C)C(OC(C)(C)C)N(C)C
tert-butoxybis(dimethylamino)methane
CN(C)/C=C/c1ccc([N+](=O)[O-])cc1Cl
[(E)-2-(2-chloro-4-nitrophenyl)vinyl]dimethylamine

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturis refluxed for 8 hours
  2. 2
    SonstigeThe reaction solution is evaporated down
  3. 3
    FiltrationThe precipitate is filtered off
  4. 4
    Waschenrinsed with petroleum ether
  5. 5
    Sonstigedried at ambient temperature under a high vacuum
  6. 6
    SonstigeThe product is used in other reactions without further purification

Vorschrift

A reaction mixture of 8.49 g (48 mmol) of 2-chloro-4-nitrotoluene and 15.03 mL (72.8 mmol) of tert-butoxybis(dimethylamino)methane in 200 mL of THF is refluxed for 8 hours. The reaction solution is evaporated down and the residue is combined with petroleum ether. The precipitate is filtered off, rinsed with petroleum ether and dried at ambient temperature under a high vacuum. The product is used in other reactions without further purification. Yield: 11 g, C10H11ClN2O2 (M=226.66); calc.: molecular ion peak (M+H)+: 227/229; found: molecular ion peak (M+H)+: 227/229; Rf value: 0.55 (silica gel, petroleum ether/ethyl acetate (3:1)).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07592373B2uspto-grants-2009_09