alpha-(1-Ethoxymethyl-5-pyrazolyl)-2,3-dichloro-4-ethoxycarbonylmethoxybenzylalcohol → HCID 14622775, compound

HRID 1721928Notes

Reaction equation

HRID 1721928 reaction equation
[CH2:1]([O:3][CH2:4][N:5]1[C:9]([CH:10]([OH:26])[C:11]2[CH:16]=[CH:15][C:14]([O:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20])=[C:13]([Cl:24])[C:12]=2[Cl:25])=[CH:8][CH:7]=[N:6]1)[CH3:2]>C(Cl)Cl.[O-2].[O-2].[Mn+4]>[Cl:24][C:13]1[C:12]([Cl:25])=[C:11]([C:10]([C:9]2[N:5]([CH2:4][O:3][CH2:1][CH3:2])[N:6]=[CH:7][CH:8]=2)=[O:26])[CH:16]=[CH:15][C:14]=1[O:17][CH2:18][C:19]([O:21][CH2:22][CH3:23])=[O:20]

Participants

4

Reactant 1

HCID 20030167alpha-(1-Ethoxymethyl-5-pyrazolyl)-2,3-dichloro-4-ethoxycarbonylmethoxybenzylalcohol

Product 1

HCID 14622775HCID 14622775, compoundYield 91.8%

Reagents, catalysts & solvents 2

HCID 178418406HCID 178418406, compoundCatalystHCID 6344DichloromethaneSolvent

Procedure

770 mg of α-(1-ethoxymethyl-5-pyrazolyl)-2,3-dichloro-4-ethoxycarbonylmethoxybenzylalcohol and 1.66 g of manganese dioxide are suspended in 30 ml of methylene chloride, and the suspension is stirred at room temperature for 24 hours. The reaction mixture is filtered and the filtrate is evaporated to remove solvent. The residue is triturated with a mixture of isopropyl ether and hexane to give 703 mg of ethyl [2,3-dichloro-4-(1-ethoxymethyl-5-pyrazolylcarbonyl)phenoxy]acetate as crystals.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customthe filtrate is evaporated
  3. customto remove solvent
  4. customThe residue is triturated with a mixture of isopropyl ether and hexane

Sources & evidence

ORD record
ord-23b98d0e30544857bf6ad14b79aa5454
Source dataset
uspto-grants-1989_08
Patent number
US04853404

Reaction notes

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