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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1714816Generated: November 1, 2026

Hydrochloric Acid → (3-(3-Methoxypropoxy)phenyl)boronic acid

https://huagongshe.com/reaction/1714816

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriisopropyl borateHCID 21531—
ReactantHCID 19955441HCID 19955441—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product(3-(3-Methoxypropoxy)phenyl)boronic acidHCID 60925538—

Reaction Steps

6.71 ml of n-butyllithium solution (1.6M in hexane) are added dropwise to a solution of 2.5 g of 1 -bromo-3-(3-methoxypropoxy)benzene in 14 ml of dry tetrahydrofuran at −78° C. After stirring at this temperature for 15 minutes, 2.78 ml of triisopropyl borate are added, and the mixture is then slowly warmed to room temperature, 20 ml of 1N ,HCl and 5 ml of conc. HCl are added to the reaction mixture, and the organic solvents are evaporated off in vacuo. The precipitate which has separated out is filtered off with suction and washed twice with ice-water. Drying under high vacuum affords 0.987 g of the title compound as a yellowish brown solid. Rt=3.04.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07799779B2
Source datasetuspto-grants-2010_09
ORD IDord-b843d94a1eff4feaabed79e670c69c96
Source noteuspto-grants-2010_09