Réaction #52200

ord-f9f01c43aca840369211d72fc8d690c8

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Températurewas heated
  2. 2
    Températureat reflux for 18 hours
  3. 3
    Températureto cool
  4. 4
    Autrethe volatiles were removed by evaporation
  5. 5
    AutreThe residue was purified by chromatography
  6. 6
    Lavageeluting with ethyl acetate/hexane (50:50)
  7. 7
    Températureincreasing in polarity to (70:30)

Mode opératoire

A mixture of 2-methoxyethylamine (859 mg, 11.4 mmol), sulphanilyl fluoride (1.0 g, 5.71 mmol), and triethylamine (1.72 g, 22.9 mmol) in n-butanol (15 ml) was heated at reflux for 18 hours. The mixture was allowed to cool and the volatiles were removed by evaporation. The residue was purified by chromatography eluting with ethyl acetate/hexane (50:50) increasing in polarity to (70:30) to give the title compound (860 mg, 65%). NMR: 2.78 (q, 2H), 3.15 (s, 3H), 3.25 (t, 2H), 5.87 (s, 2H), 6.58 (d, 2H), 7.10 (t, 1H), 7.40 (d, 2H); m/z: 231 [MH]+.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US06855719B1uspto-grants-2005_02