Water → HCID 23075699, compound

HRID 854132Notes

Reaction equation

HRID 854132 reaction equation
[OH:1][C:2]1[N:6]([CH:7]([CH3:9])[CH3:8])[N:5]=[C:4]([C:10]([F:13])([F:12])[F:11])[C:3]=1[CH3:14].[OH-].[K+].Cl[CH:18]([F:20])[F:19].O>CC(O)C>[F:19][CH:18]([F:20])[O:1][C:2]1[N:6]([CH:7]([CH3:8])[CH3:9])[N:5]=[C:4]([C:10]([F:13])([F:12])[F:11])[C:3]=1[CH3:14]

Participants

6

Reactant 4

HCID 962WaterHCID 6372ChlorodifluoromethaneHCID 14797Potassium HydroxideHCID 178427873HCID 178427873, compound

Product 1

HCID 23075699HCID 23075699, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Into 17.1 g (82.1 mmol) of 5-hydroxy-4-methyl-1-iso-propyl-3-trifluoromethyl-1H-pyrazole in 100 ml of 2-propanol was added 23.0 g (410.7 mmol) of powdery potassium hydroxide at room temperature, followed stirring. Furthermore, stirring was continued while an excess amount of chlorodifluoromethane was introduced into the reaction solution. Thereafter, the reaction temperature once rose to 70° C. by exothermic heat and then returned to room temperature after 2 hours. After the completion of the reaction was confirmed, the reaction solution was poured into water and extracted with ethyl acetate. The resulting organic layer was washed with water and saline, successively, and then dried over anhydrous magnesium sulfate. The solvent was removed by evaporation under reduced pressure and the residue was distilled to obtain 15.9 g (yield: 75.0%) of 5-difluoromethoxy-4-methyl-1-iso-propyl-3-trifluoromethyl-1H-pyrazole as a colorless transparent liquid.

Workup

  1. stirringFurthermore, stirring
  2. additionwas introduced into the reaction solution
  3. customonce rose to 70° C.
  4. temperatureby exothermic heat
  5. extractionextracted with ethyl acetate
  6. washThe resulting organic layer was washed with water and saline
  7. dry with materialsuccessively, and then dried over anhydrous magnesium sulfate
  8. customThe solvent was removed by evaporation under reduced pressure
  9. distillationthe residue was distilled

Sources & evidence

ORD record
ord-99709c42258045cc853496f9f42c9b65
Source dataset
uspto-grants-2007_08
Patent number
US07256298B2

Reaction notes

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