Water → 2,6-Dichlorobenzeneboronic acid

Temperature

-78 °C

1-Bromo-2,6-dichlorobenzene (2.00 g) was dissolved in freshly distilled THF (7 mL). This solution was cooled to −78° C. and n-BuLi (8.3 mL of a 1.6M solution in hexane) was added dropwise to the cold solution under N2. The mixture was stirred for 5 min at −78° C. and (MeO)3B (2.2 mL) was added. The resulting mixture was allowed to warm to room temperature and stirred overnight. Water was added and the resulting mixture was stirred for 0.5 h, then acidified with HOAc and extracted with EtOAc. The organic layer was further washed with water and brine, dried (MgSO4) filtered and evaporated to yield 2,6-dichlorobenzeneboronic acid (1.6 g).

1. temperatureto warm to room temperature
2. stirringstirred overnight
3. stirringthe resulting mixture was stirred for 0.5 h
4. extractionextracted with EtOAc
5. washThe organic layer was further washed with water and brine
6. dry with materialdried (MgSO4)
7. filtrationfiltered
8. customevaporated

ORD record

ord-4c5b70b56b314212ba05587c2efe66d4

Source dataset

uspto-grants-2005_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06855843B2