(5-Chloro-2-methylphenyl)boronic acid → [Diacetyloxy-(5-chloro-2-methylphenyl)plumbyl] acetate

HRID 72256

Reaktionsgleichung

Reaktionsgleichung von HRID 72256
[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].[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([CH3:28])=[C:23](B(O)O)[CH:24]=1>>[C:1]([O-:4])(=[O:3])[CH3:2].[C:5]([O-:8])(=[O:7])[CH3:6].[C:9]([O-:12])(=[O:11])[CH3:10].[Cl:18][C:19]1[CH:20]=[CH:21][C:22]([CH3:28])=[C:23]([Pb+3:17])[CH:24]=1

Komponenten

3

Edukt 2

HCID 2773336(5-Chloro-2-methylphenyl)boronic acidHCID 178418268HCID 178418268, Verbindung

Produkt 1

HCID 178476526[Diacetyloxy-(5-chloro-2-methylphenyl)plumbyl] acetateAusbeute 99,8 %

Reaktionsbedingungen

Temperatur
40 °C

Versuchsvorschrift

To a mixture of lead tetraacetate (2.15 g, 4.85 mmol) and mercuric diacetate (0.15 g, 0.47 mmol), thoroughly flushed with nitrogen, is added anhydrous chloroform (6 ml). This mixture is warmed to 40° C., and 5-chloro-2-methylphenylboronic acid (0.76 g, 4.46 mmol) is added in one portion, and the suspension is heated at this temperature for 5 hours. After cooling to room temperature the mixture is concentrated to a small volume then triturated with hexanes and filtered to yield crude 5-chloro-2-methylphenyllead triacetate (2.27 g).

Aufarbeitung

  1. customthoroughly flushed with nitrogen
  2. additionis added anhydrous chloroform (6 ml)
  3. temperaturethe suspension is heated at this temperature for 5 hours
  4. temperatureAfter cooling to room temperature the mixture
  5. concentrationis concentrated to a small volume
  6. customthen triturated with hexanes
  7. filtrationfiltered

Quellen und Nachweise

ORD-Eintrag
ord-f409628f8ca04feda77bcdf7b29091e2
Quelldatensatz
uspto-grants-2014_09
Patentnummer
US08828908B2

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