Hydrochloric Acid → 2-Methoxyphenylboronic acid

To a stirred, cold (-78° C.) solution of 2-iodoanisole (2.85 ml, 5.6 g) in 50 ml of tetrahydrofuran under nitrogen was added 10.0 ml of 2.5M n-butyl lithium in hexane. After 15 min. triisopropyl borate (3.38 ml, 4.7 g) was added and the reaction was allowed to come to and remain at room temperature for 1.5 hr. The mixture was poured into an excess of 2N hydrochloric acid and diethyl ether was added. The resulting mixture was stirred vigorously for 30 min. and the phases were separated. The ether layer was washed with aqueous sodium bisulfite until colorless and then with saturated sodium chloride solution and then dried over magnesium sulfate. Concentration of the ether layer gave the crude boronic acid which crystallized from ether to give the title product.

1. additionwas added
2. customthe phases were separated
3. washThe ether layer was washed with aqueous sodium bisulfite until colorless and then with saturated sodium chloride solution
4. dry with materialdried over magnesium sulfate
5. customConcentration of the ether layer gave the crude boronic acid which
6. customcrystallized from ether

ORD-Eintrag

ord-9648bcaa93904f84bff8f019a351e1c5

Quelldatensatz

uspto-grants-1996_06

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05525608