Sodium Hydroxide → 5-Chloro-3-cyclohexyl-1-methyl-1H-pyrazole

HRID 972743Notes

Reaction equation

HRID 972743 reaction equation
P(Cl)(Cl)([Cl:3])=O.[CH:6]1([C:12]2[CH2:16][C:15](=O)[N:14]([CH3:18])[N:13]=2)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.[OH-].[Na+]>>[Cl:3][C:15]1[N:14]([CH3:18])[N:13]=[C:12]([CH:6]2[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]2)[CH:16]=1

Participants

4

Reactant 3

HCID 14798Sodium HydroxideHCID 24813Phosphorus oxychlorideHCID 152039385-Cyclohexyl-2-methyl-2,4-dihydro-3H-pyrazol-3-one

Product 1

HCID 152039395-Chloro-3-cyclohexyl-1-methyl-1H-pyrazole

Procedure

Phosphorus oxychloride (15.3 g, 0.1 mole) is added to 3-cyclohexyl-1-methyl-2-pyrazolin-5-one and the mixture stirred and heated at 120° C. to 135° C. for 8 hours. The cooled reaction mixture is then poured into ice-water, made alkaline with 1% aqueous sodium hydroxide and extracted with methylene chloride. Removal of solvent under reduced pressure, then in vacuo at 70° C. affords an oil, 8 g, (93.8%).

Workup

  1. temperatureheated at 120° C. to 135° C. for 8 hours
  2. customThe cooled reaction mixture
  3. extractionextracted with methylene chloride
  4. customRemoval of solvent under reduced pressure
  5. customin vacuo at 70° C. affords an oil, 8 g, (93.8%)

Sources & evidence

ORD record
ord-3fafe50aeced45e1b3b23666a9321850
Source dataset
uspto-grants-1977_10
Patent number
US04053610

Reaction notes

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