HCID 15631682, compound → HCID 14622782, compound

HRID 1721934Notes

Reaction equation

HRID 1721934 reaction equation
O.O.O.[Br:4]([O-])=O.[Na+].[Cl:8][C:9]1[C:21]([Cl:22])=[C:20]([C:23]([C:25]2[N:29]([CH2:30][CH3:31])[N:28]=[CH:27][CH:26]=2)=[O:24])[CH:19]=[CH:18][C:10]=1[O:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]>O>[Cl:8][C:9]1[C:21]([Cl:22])=[C:20]([C:23]([C:25]2[N:29]([CH2:30][CH3:31])[N:28]=[CH:27][C:26]=2[Br:4])=[O:24])[CH:19]=[CH:18][C:10]=1[O:11][CH2:12][C:13]([O:15][CH2:16][CH3:17])=[O:14]

Participants

4

Reactant 2

HCID 15631682HCID 15631682, compoundHCID 86743274HCID 86743274, compound

Product 1

HCID 14622782HCID 14622782, compoundYield 88.3%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

A solution of 1.88 g of sodium bromite trihydrate in 5 ml of water is added dropwise at room temperature to a solution of 1.85 g of ethyl [2,3-dichloro-4-(1-ethyl-5-pyrazolylcarbonyl)phenoxy]acetate and the mixture is stirred at room temperature for 15 hours. The reaction mixture is evaporated to remove solvent and the residue is dissolved in 20 ml of water. The aqueous solution is made alkaline with a saturated sodium bicarbonate solution and extracted with ethyl acetate. The extract is washed with water, dried and evaporated to remove solvent. The residue is crystallized with a mixture of isopropyl ether and hexane to give 1.98 g of ethyl [2,3-dichloro-4-(4-bromo-1-ethyl-5-pyrazolylcarbonyl)phenoxy]acetate.

Workup

  1. customThe reaction mixture is evaporated
  2. customto remove solvent
  3. dissolutionthe residue is dissolved in 20 ml of water
  4. extractionextracted with ethyl acetate
  5. washThe extract is washed with water
  6. customdried
  7. customevaporated
  8. customto remove solvent
  9. customThe residue is crystallized with a mixture of isopropyl ether and hexane

Sources & evidence

ORD record
ord-6892f7e8dc684123898c8e161250dd5f
Source dataset
uspto-grants-1989_08
Patent number
US04853404

Reaction notes

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