Hydrochloric Acid → 2,5-Dichlorobenzeneboronic acid

Temperature

-78 °C

To a cold (-78° C.) solution of 2,5-dichloroiodobenzene (50 g) and triisopropoxyborane (46.5 ml) in tetrahydrofuran (500 ml) was added dropwise n-butyllithium in hexane (1.69 M, 119 ml). The mixture was stirred at -78° C. for 30 minutes. The reaction mixture was poured into 2M hydrochloric acid solution (180 ml) and stirred for 10 minutes. The product was extracted with ether (200 ml) 2 times, and the organic layers were combined, washed with brine, dried over magnesium sulfate and evaporated in vacuo. To the residue was added n-hexane (60 ml) and the crystalline was collected, washed with n-hexane and dried to give 2,5-dichlorophenyl-dihydroxyborane (21.0 g).

1. stirringstirred for 10 minutes
2. extractionThe product was extracted with ether (200 ml) 2 times
3. washwashed with brine
4. dry with materialdried over magnesium sulfate
5. customevaporated in vacuo
6. additionTo the residue was added n-hexane (60 ml)
7. customthe crystalline was collected
8. washwashed with n-hexane
9. customdried

ORD record

ord-bd440742ec8a42bcb1426dd4542885a8

Source dataset

uspto-grants-2000_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06017917