Réaction #1857546

ord-b4dc4fa4b836422680bd5a51fce98bcc

Équation de réaction

Cl
hydrochloric acid
c1nc[nH]n1
1,2,4-Triazole
O=C(CBr)c1ccc(Oc2ccc(Cl)cc2)cc1Cl
2-bromo-1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone
[H-].[Na+]
sodium hydride
O=C(Cn1cncn1)c1ccc(Oc2ccc(Cl)cc2)cc1Cl
desired material
Rendement 80.3%
O=C(Cn1cncn1)c1ccc(Oc2ccc(Cl)cc2)cc1Cl
1-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-(1,2,4-triazol-1-yl)ethanone
Rendement 80.3%

Solvants

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.ADDITIONwas added (3000 mL)
  2. 2
    FiltrationThe precipitate was filtered off
  3. 3
    Lavagewashed with MTBE
  4. 4
    ConcentrationThe organic phase was then concentrated
  5. 5
    Filtrationthe resulting solid was filtered off

Mode opératoire

1,2,4-Triazole (249 g) was added carefully (small portions) to a mixture of sodium hydride (85 g) in THF (6000 mL). After 30 minutes a solution of 2-bromo-1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone (1322 g) in THF (500 mL) was slowly added and the mixture was stirred for 150 min. The pH was adjusted to 7 with dil. hydrochloric acid whereupon water was added (3000 mL). The precipitate was filtered off and washed with MTBE. The organic phase was then concentrated and the resulting solid was filtered off to yield the desired material (1008 g).

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09247747B2uspto-grants-2016_02