تفاعل #1005940

ord-e72d08e6ed804b3ab5d961dabde19a3d

معادلة التفاعل

CC(=O)CCl
chloroacetone
Oc1ccn(-c2ccc(Cl)cc2)n1
1-(4-chlorophenyl)pyrazol-3-ol
O=C([O-])[O-].[K+].[K+]
potassium carbonate
[I-].[Na+]
sodium iodide
[Cl-].[Li+]
lithium chloride
CC(=O)COc1ccn(-c2ccc(Cl)cc2)n1
1-[1-(4-Chlorophenyl)pyrazol-3-yl]oxypropan-2-one

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    استخلاصextracted with ethyl acetate three times
  2. 2
    غسيلThe combined extracts have been washed with 10% lithium chloride solution twice
  3. 3
    تجفيفdried with sodium sulfate
  4. 4
    أخرىAfter removal of the solvent in vacuo the crude product
  5. 5
    أخرىhas been purified by chromatography on silica

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09271501B2uspto-grants-2016_03