Anisole → HCID 178476549, compound

HRID 351909Notes

Reaction equation

HRID 351909 reaction equation
[C:1]([O-:4])(=[O:3])[CH3:2].[C:5]([O-:8])(=[O:7])[CH3:6].[C:9]([O-:12])(=[O:11])[CH3:10].C([O-])(=O)C.[Pb+4:17].[C:18]1([O:24][CH3:25])[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=1>C(Cl)(Cl)Cl.ClC(Cl)C(O)=O>[C:1]([O-:4])(=[O:3])[CH3:2].[C:5]([O-:8])(=[O:7])[CH3:6].[C:9]([O-:12])(=[O:11])[CH3:10].[CH3:25][O:24][C:18]1[CH:23]=[CH:22][C:21]([Pb+3:17])=[CH:20][CH:19]=1

Participants

5

Reactant 2

HCID 7519AnisoleHCID 178418268HCID 178418268, compound

Product 1

HCID 178476549HCID 178476549, compound

Reagents, catalysts & solvents 2

HCID 6212ChloroformSolventHCID 6597Dichloroacetic AcidSolvent

Procedure

To a solution of lead tetraacetate (0.73 equiv) in chloroform and dichloroacetic acid was added anisole (1.0 equiv.). The reaction mixture was allowed to stir at room temperature for 90 min. After this period the solution was washed with water and the organic layer was treated with hexane. The product precipitated out and was collected by filtration. The solid was taken up in chloroform and acetic acid. The resultant solution was stirred for 1 h and then washed with water. The later 2 steps were repeated and the chloroform layer was treated with hexane. This mixture was cooled to 2° C. for 24 h. The material that precipitated was collected by filtration and dried under vacuum to afford p-methoxyphenyllead triacetate.

Workup

  1. washAfter this period the solution was washed with water
  2. additionthe organic layer was treated with hexane
  3. customThe product precipitated out
  4. filtrationwas collected by filtration
  5. stirringThe resultant solution was stirred for 1 h
  6. washwashed with water
  7. additionthe chloroform layer was treated with hexane
  8. temperatureThis mixture was cooled to 2° C. for 24 h
  9. customThe material that precipitated
  10. filtrationwas collected by filtration
  11. customdried under vacuum

Sources & evidence

ORD record
ord-0bc06af82c2b42249229484848a0e88e
Source dataset
uspto-grants-2004_06
Patent number
US06743815B2

Reaction notes

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