Allyl bromide → HCID 14622792, compound

HRID 1721939Notes

Reaction equation

HRID 1721939 reaction equation
[Cl:1][C:2]1[C:7]([Cl:8])=[C:6]([C:9]([C:11]2[N:15]([CH3:16])[N:14]=[CH:13][CH:12]=2)=[O:10])[CH:5]=[CH:4][C:3]=1[OH:17].[CH2:18](Br)[CH:19]=[CH2:20].C(=O)([O-])[O-].[K+].[K+]>CC(C)=O>[Cl:8][C:7]1[C:2]([Cl:1])=[C:3]([O:17][CH2:20][CH:19]=[CH2:18])[CH:4]=[CH:5][C:6]=1[C:9]([C:11]1[N:15]([CH3:16])[N:14]=[CH:13][CH:12]=1)=[O:10]

Participants

5

Reactant 3

HCID 7841Allyl bromideHCID 11430Potassium CarbonateHCID 15631674HCID 15631674, compound

Product 1

HCID 14622792HCID 14622792, compoundYield 87.2%

Reagents, catalysts & solvents 1

HCID 180AcetoneSolvent

Procedure

A suspension of 8.35 g of 2,3-dichloro-4-(1-methyl-5-pyrazolylcarbonyl)phenol, 5.59 g of allyl bromide and 10.64 g of potassium carbonate in acetone is refluxed for 3 hours. The reaction mixture is filtered and the filtrate is evaporated to remove solvent. The residue is dissolved in toluene, and the solution is treated with activated charcoal and then evaporated to give 8.36 g of (2,3-dichloro-4-allyloxyphenyl)(1-methyl-5-pyrazolyl)methanone.

Workup

  1. temperatureis refluxed for 3 hours
  2. filtrationThe reaction mixture is filtered
  3. customthe filtrate is evaporated
  4. customto remove solvent
  5. dissolutionThe residue is dissolved in toluene
  6. additionthe solution is treated with activated charcoal
  7. customevaporated

Sources & evidence

ORD record
ord-825abbebcc0d433ba54c60ebf6d6b3fa
Source dataset
uspto-grants-1989_08
Patent number
US04853404

Reaction notes

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