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-1cecb8849718409dbb37135ef5548254

Source dataset

uspto-grants-2003_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06521666B1