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6-t-Butylnaphthalen-2-boronic acid pinacol ester synthesis

3synthesis methods
-

Yield:1620789-31-2 78%

Reaction Conditions:

with potassium acetate;bis(dibenzylideneacetone)-palladium(0);tricyclohexylphosphine in 1,4-dioxane at 100; for 4 h;

Steps:

4 Synthesis of Intermediate 4-4

In 200 ml of 1,4-dioxane, 10.0 g (30.1 mmol) of Compound 4-3, 11.5 g (45.1 mmol) of bis(pinacolato)diboron, 0.87 g (1.50 mmol) of bis(dibenzylideneacetone)palladium(0), 0.84 g (3.01 mmol) of tricyclohexylphosphine, and 8.86 g (90.3 mmol) of potassium acetate were added. The mixture was stilTed for 4 hours at 100 degrees Celsius. After the reaction was completed, water was added in the mixture. The organic layer was extracted with toluene and dried with anhydrous sodium sulfate. Subsequently, the solvent was distilled off under reduced pressure. The residue was purified by column chromatography (gel used in chromatography: BW300 (produced by Fuji Silysia Chemical Ltd.), developing solvent: toluene/heptane = 2/1). Thus, 7.33 g (yield 78%) of Compound 4-4 was prepared.

References:

WO2014/115528,2014,A1 Location in patent:Paragraph 0248; 0252