Reaktion #55948

ord-913421370b914c17ad3002f161a8244b

Reaktionsgleichung

CCN(CC)CC
triethylamine
O=CNc1ccccc1
formanilide
O=CNc1ccccc1
formanilide
Nc1ccccc1
aniline
Ausbeute 84.1%

Lösungsmittel

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Sonstigeover the course of a 180 minute residence period
  2. 2
    Sonstigeis formed

Vorschrift

The procedure of Example I is repeated except that 12.65 g (125 mmoles) of triethylamine is substituted for the pyridine and a mixture of 4.12 g (25 mmoles) of anhydrous copper(II) sulfate and 0.55 g (2.8 mmoles) of anhydrous copper(I) iodide is substituted for the copper(II) chloride. A strong exotherm and a rapid pressure drop of about 1125 psi over the course of a 180 minute residence period is observed. GLC and ALC analyses indicate that 12.56 g (103.7 mmoles) formanilide is formed. Based on aniline as the limiting reagent, a selectivity of 49.3 mole % formanilide at 84.1% aniline conversion is obtained.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04222959uspto-grants-1980_09