Hydrochloric Acid → 3,5-Dichlorophenylboronic acid

Temperature

-78 °C

To a cold (-78° C.) solution of 1-bromo-3,5-dichlorobenzene (14 g) and triisopropoxyborane (20.8 ml) in tetrahydrofuran (140 ml) was added dropwise n-butyllithium in hexane (1.66 M, 52.3 ml). The mixture was stirred at -78° C. for one hour and warmed to room temperature over two hours. The reaction mixture was poured onto 2M hydrochloric acid solution (120 ml) and stirred for 10 minutes. The product was extracted with ether (200 ml) 3 times, and the organic layers were combined, washed with brine, dried over magnesium sulfate and evaporated in vacuo. To the residue was added petroleum ether and the crystalline was collected, washed with petroleum ether and dried to give 3,5-dichlorophenyl-dihydroxyborane.

1. temperaturewarmed to room temperature over two hours
2. stirringstirred for 10 minutes
3. extractionThe product was extracted with ether (200 ml) 3 times
4. washwashed with brine
5. dry with materialdried over magnesium sulfate
6. customevaporated in vacuo
7. additionTo the residue was added petroleum ether
8. customthe crystalline was collected
9. washwashed with petroleum ether
10. customdried

ORD record

ord-3b868a2f93d7475d853d55e381fe8c10

Source dataset

uspto-grants-1999_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05968985