Reaktion #8151

ord-d05a77cbb12a408ea3040c2e02249524

Reaktionsgleichung

CCN(CC)CCCOc1ccc([N+](=O)[O-])c(F)c1
2-fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene
CCCN
propylamine
CCCNc1cc(OCCCN(CC)CC)ccc1[N+](=O)[O-]
2-(propylamino)-4-(3-diethylamino-1-propoxy)nitrobenzene
Ausbeute 87.3%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    SonstigeAfter completion of the reaction
  2. 2
    Einengenthe reaction mixture is concentrated in vacuo
  3. 3
    workup.DISSOLUTIONThe residue is redissolved in EtOAc (10 mL)
  4. 4
    Waschenwashed with saturated sodium bicarbonate solution, water, and brine
  5. 5
    TrocknenThe organic phase is then dried over sodium sulfate
  6. 6
    Sonstigethe solvent is removed in vacuo

Vorschrift

A solution of 2-fluoro-4-(3-diethylamino-1-propoxy)nitrobenzene (2 mmol; preparation described in Example 5) in THF (5 mL) is treated with propylamine (3 mmol) at rt. After completion of the reaction, the reaction mixture is concentrated in vacuo. The residue is redissolved in EtOAc (10 mL), washed with saturated sodium bicarbonate solution, water, and brine. The organic phase is then dried over sodium sulfate and the solvent is removed in vacuo to afford the product, 2-(propylamino)-4-(3-diethylamino-1-propoxy)nitrobenzene (540 mg) which was used for further transformation without further purification.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US07087632B2uspto-grants-2006_08