反应详情

温度

-78 °C

t-Butyllithium (1.7 M solution in hexane, 36.2 ml, 61.6 mmol) is added dropwise to a solution of 3,5-dimethylbiphenyl (7.27 g, 28 mmol) in dry tetrahydrofuran (150 ml) at −78° C. under an atmosphere of nitrogen. The reaction mixture is stirred at −78° C. for 30 minutes, then trimethylborate (9.54 ml, 84 mmol) is added. The resulting mixture is stirred at −78° C. for 30 minutes and then allowed to warm to room temperature. The reaction mixture is acidified with 10% aqueous hydrochloric acid solution and extracted with diethyl ether. The organic layers are combined, dried over anhydrous magnesium sulfate, filtered and the filtrate is evaporated to dryness to give a yellow solid. The crude product is triturated with isohexane and filtered to give 3,5-dimethylbiphen-4-ylboronic acid.

1. stirringThe resulting mixture is stirred at −78° C. for 30 minutes
2. temperatureto warm to room temperature
3. extractionextracted with diethyl ether
4. dry with materialdried over anhydrous magnesium sulfate
5. filtrationfiltered
6. customthe filtrate is evaporated to dryness
7. customto give a yellow solid
8. customThe crude product is triturated with isohexane
9. filtrationfiltered