Reaction #1005940

Reaction equation

chloroacetone

1-(4-chlorophenyl)pyrazol-3-ol

potassium carbonate

sodium iodide

lithium chloride

→

1-[1-(4-Chlorophenyl)pyrazol-3-yl]oxypropan-2-one

Solvents

DMF

Conditions

Workup

1. 1
   Extractionextracted with ethyl acetate three times
2. 2
   WashThe combined extracts have been washed with 10% lithium chloride solution twice
3. 3
   Dryingdried with sodium sulfate
4. 4
   OtherAfter removal of the solvent in vacuo the crude product
5. 5
   Otherhas been purified by chromatography on silica

Procedure

5.50 g (28.3 mmol) 1-(4-chlorophenyl)pyrazol-3-ol, 3.91 g (28.3 mmol) potassium carbonate and 50 mg sodium iodide in 30 ml DMF have been stirred for 5 min at ambient temperature. Then 2.62 g (28.3 mmol) chloroacetone have been added dropwise while stirring which was continued at 60° C. for 5 h. The mixture was poured into excess 10% aqueous lithium chloride solution and extracted with ethyl acetate three times. The combined extracts have been washed with 10% lithium chloride solution twice and dried with sodium sulfate. After removal of the solvent in vacuo the crude product has been purified by chromatography on silica. Yield 6.5 g. The product was used for the next step.

Source