Reaktion #2550

ord-e6f09e6358c645c8a45e3f4af446ce3d

Reaktionsgleichung

COc1ccccc1NC(=O)c1ccc(CCl)cc1
4-chloromethyl-N-(2-methoxyphenyl)benzamide
CNC
dimethylamine
COc1ccccc1NC(=O)c1ccc(CN(C)C)cc1
title compound
Ausbeute 100.0%
COc1ccccc1NC(=O)c1ccc(CN(C)C)cc1
N-(2-Methoxyphenyl)-4-dimethylaminomethylbenzamide
Ausbeute 100.0%

Lösungsmittel

Reaktionsbedingungen

Temperatur
80°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeequipped with a cold finger
  2. 2
    Sonstigesubsequent removal of dioxane
  3. 3
    Sonstigeby evaporation
  4. 4
    workup.ADDITIONthe resulting residue was diluted with ethyl acetate (30 ml)
  5. 5
    TrocknenThe thus diluted solution was dried on anhydrous sodium carbonate
  6. 6
    Sonstigethe resulting residue was purified

Vorschrift

In an atmosphere of argon, 4-chloromethyl-N-(2-methoxyphenyl)benzamide (276 mg, 1.0 mmol) was put into a 25 ml capacity eggplant type flask equipped with a cold finger and dissolved in dioxane (3 ml), followed by the addition of 50% dimethylamine aqueous solution (3 ml) at room temperature. After 2.5 hours of stirring at 80° C. and subsequent removal of dioxane by evaporation, the resulting residue was diluted with ethyl acetate (30 ml). The thus diluted solution was dried on anhydrous sodium carbonate, and the resulting residue was purified by subjecting it to a silica gel column chromatography (ether-ethyl acetate-ethyl acetate:methanol=10:1) to obtain 284 mg (100%) of the title compound in the form of colorless oil.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US05728835uspto-grants-1998_03