Potassium Carbonate → HCID 178476529, compound

HRID 1430764Notes

Reaction equation

HRID 1430764 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].[Br:18][C:19]1[CH:24]=[CH:23][C:22](B(O)O)=[C:21]([CH2:28][CH3:29])[CH:20]=1.C(=O)([O-])[O-].[K+].[K+]>C(Cl)(Cl)Cl>[C:1]([O-:4])(=[O:3])[CH3:2].[C:5]([O-:8])(=[O:7])[CH3:6].[C:9]([O-:12])(=[O:11])[CH3:10].[Br:18][C:19]1[CH:24]=[CH:23][C:22]([Pb+3:17])=[C:21]([CH2:28][CH3:29])[CH:20]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 592760174-Bromo-2-ethylphenylboronic acidHCID 178418268HCID 178418268, compound

Product 1

HCID 178476529HCID 178476529, compound

Reagents, catalysts & solvents 1

HCID 6212ChloroformSolvent

Conditions

Temperature
40 °C

Procedure

Dry chloroform (30 ml) is added to a mixture of lead tetraacetate (8.52 g, 19.3 mmol) and mercuric diacetate (0.28 g, 0.875 mmol) under an atmosphere of nitrogen, and the reaction mixture is stirred and heated to 40° C. 4-Bromo-2-ethylphenylboronic acid (4.0 g, 17.5 mmol) is added in one portion and the mixture is stirred at 40° C. for 4 hours. The reaction mixture is cooled to 0° C., and potassium carbonate (2.66 g, 19.3 mmol) is added portionwise. The mixture is stirred for 5 minutes, then filtered through a small plug of diatomaceous earth, washing with chloroform. The filtrate concentrated under reduced pressure to give 4-bromo-2-ethylphenyllead triacetate.

Workup

  1. stirringthe mixture is stirred at 40° C. for 4 hours
  2. temperatureThe reaction mixture is cooled to 0° C.
  3. stirringThe mixture is stirred for 5 minutes
  4. filtrationfiltered through a small plug of diatomaceous earth
  5. washwashing with chloroform
  6. concentrationThe filtrate concentrated under reduced pressure

Sources & evidence

ORD record
ord-8b21cd4720b54adbbca2a768ca2a5278
Source dataset
uspto-grants-2015_01
Patent number
US08940913B2

Reaction notes

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