Reaction #792140

Reaction equation

sodium hydroxide

triazole

2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-ethyl-oxirane

N-methyl-2-pyrrolidon

ammonium chloride

→

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

Conditions

Workup

1. 1
   Extractionthe mixture extracted with MTBE
2. 2
   Washwashed with an aqueous solution of lithium chloride
3. 3
   OtherThe crude residue was purified by recrystallization in diisopropylether

Procedure

To 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-2-ethyl-oxirane (216.0 g, 0.63 mol) dissolved in N-methyl-2-pyrrolidon (2 L) was added sodium hydroxide (62.87 g, 1.57 mol) and triazole (217.1 g, 3.14 mol) at room temperature. The mixture was then stirred for 12 hours at 140° C. A solution of ammonium chloride and ice water was then added, the mixture extracted with MTBE and washed with an aqueous solution of lithium chloride. The crude residue was purified by recrystallization in diisopropylether to give 2-[2-chloro-4-(4-chlorophenoxy)phenyl]-1-(1,2,4-triazol-1-yl)butan-2-ol compound as a colorless solid (127.0 g, 51%; m.p.=140-142° C.).

Source