Reaction #487557

Reaction equation

lead tetraacetate

4′-chloro-4-ethylbiphen-3-ylboronic acid

→

4′-chloro-4-ethylbiphen-3-yllead triacetate

Yield 100.0%

Conditions

Workup

1. 1
   Otherthoroughly flushed with nitrogen
2. 2
   workup.ADDITIONis added anhydrous chloroform (6 ml)
3. 3
   Temperaturethe suspension is heated at this temperature for 5 hours
4. 4
   TemperatureThe mixture is then cooled to room temperature
5. 5
   Concentrationconcentrated to a small volume
6. 6
   Othertriturated with hexanes
7. 7
   Filtrationfiltered

Procedure

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 4′-chloro-4-ethylbiphen-3-ylboronic acid (1.17 g, 4.50 mmol) is added in one portion and the suspension is heated at this temperature for 5 hours. The mixture is then cooled to room temperature, concentrated to a small volume and triturated with hexanes and filtered to yield crude 4′-chloro-4-ethylbiphen-3-yllead triacetate (2.70 g).

Source