Reaction #1857546

Reaction equation

hydrochloric acid

1,2,4-Triazole

2-bromo-1-[2-chloro-4-(4-chlorophenoxy)phenyl]ethanone

sodium hydride

→

desired material

Yield 80.3%

1-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-(1,2,4-triazol-1-yl)ethanone

Yield 80.3%

Solvents

water

THF

THF

Conditions

Workup

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

Procedure

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