Reaktion #1772001

ord-b2398de1541f4d40b84678882a5f5f15

Reaktionsgleichung

Cc1c([N+](=O)[O-])cccc1[N+](=O)[O-]
2,6-dinitrotoluene
COC(OC)N(C)C
N,N-dimethylformamide dimethylacetal
CN(C)C=Cc1ccccc1
dimethylaminostyrene
Ausbeute 139.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeThe mixture was then evaporated
  2. 2
    Einengento concentrate to a reddish-black oil

Vorschrift

A mixture solution of 2,6-dinitrotoluene (18.2 g, 0.1 mol) and N,N-dimethylformamide dimethylacetal (28 mL, d=0.89, 0.2 mol) in anhydrous DMF (80 mL) was refluxed for 5 h. The mixture was then evaporated to concentrate to a reddish-black oil. After run flash column using CH2Cl2:MeOH (10:1) as eluent to give a red crystalline solid intermediate, 2,6-dinitro-trans-{circumflex over (α)}-dimethylaminostyrene (20.5 g, yield 86%).

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08147721B2uspto-grants-2012_04