Dichloromethane → HCID 12874774, compound

HRID 2286484Notes

Reaction equation

HRID 2286484 reaction equation
[CH3:1][N:2]1[C:6]([OH:7])=[C:5]([C:8](=[O:17])[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=2[Cl:16])[C:4]([CH3:18])=[N:3]1.C(=O)([O-])[O-].[K+].[K+].Br[CH2:26][C:27]([C:29]([CH3:32])([CH3:31])[CH3:30])=[O:28].C(Cl)Cl>C(C(C)=O)C>[CH3:1][N:2]1[C:6]([O:7][CH2:26][C:27](=[O:28])[C:29]([CH3:32])([CH3:31])[CH3:30])=[C:5]([C:8](=[O:17])[C:9]2[CH:14]=[CH:13][C:12]([Cl:15])=[CH:11][C:10]=2[Cl:16])[C:4]([CH3:18])=[N:3]1

Participants

6

Reactant 4

HCID 6344DichloromethaneHCID 11430Potassium CarbonateHCID 21642BromopinacoloneHCID 178434070HCID 178434070, compound

Product 1

HCID 12874774HCID 12874774, compoundYield 82.7%

Reagents, catalysts & solvents 1

HCID 6569Methyl Ethyl KetoneSolvent

Procedure

Into a four necked flask was charged 0.45 g of 1,3-dimethyl-4-(2,4-dichlorobenzoyl)-5-hydroxypyrazole, and the contents were dissolved in 15 ml of methyl ethyl ketone. To the solution were added 0.5 g of anhydrous potassium carbonate and then 0.3 g of tert-butyl bromomethyl ketone while stirring, and the mixture was reacted for 2 hours under the reflux condition (80° C.). After completion of the reaction, the reaction product was collected by filtration, and the solvent (methyl ethyl ketone) was distilled off to obtain a crude product. The crude product was passed through a silica gel column (eluent: methylene chloride), and the eluent was distilled off to obtain 0.5 g of the titled compound having a melting point of 104° to 105° C.

Workup

  1. customthe mixture was reacted for 2 hours under the reflux condition (80° C.)
  2. customAfter completion of the reaction
  3. filtrationthe reaction product was collected by filtration
  4. distillationthe solvent (methyl ethyl ketone) was distilled off
  5. customto obtain a crude product
  6. distillationthe eluent was distilled off

Sources & evidence

ORD record
ord-71e8e1544fd246ebb3bd98971f57c7a8
Source dataset
uspto-grants-1981_05
Patent number
US04266963

Reaction notes

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