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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 337336Generated: October 29, 2026

Hydrochloric Acid → 2,4-Dimethoxybenzeneboronic acid

https://huagongshe.com/reaction/337336

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriisopropyl borateHCID 21531—
Reactant1-Bromo-2,4-dimethoxybenzeneHCID 87266—
ReactantButyllithiumHCID 178418339—
SolventWaterHCID 962—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product2,4-Dimethoxybenzeneboronic acidHCID 2734341—

Reaction Conditions

Temperature-78 °C

Reaction Steps

576 μl of 1-bromo-2,4-dimethoxybenzene was dissolved in 5.8 ml of tetrahydrofuran and 3 ml of 1.6 mol/l solution of n-butyl lithium in hexane was added dropwise at −78° C. under argon atmosphere. Then, 1.1 ml of triisopropylborate was added, and after stirred at −78° C. for 40 minutes, the mixture was stirred at room temperature for 2 hours. To the reaction mixture, 40 ml of water and 1 ml of 5N-hydrochloric acid was added, and extracted with 50 ml of ethyl acetate. After the organic layer was dried over anhydrous magnesium sulfate, the solvent was distilled off under reduced pressure, and purified by silica gel column chromatography (hexane:ethyl acetate=2:1) to yield 610.2 mg of the title compound.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08889727B2
Source datasetuspto-grants-2014_11
ORD IDord-2b9fb88b0665469586ade850be34e3ca
Source noteuspto-grants-2014_11