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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2426745Generated: October 31, 2026

Hydrochloric Acid → (4-{[Tert-butyl(dimethyl)silyl]oxy}-2-methoxyphenyl)boronic acid

https://huagongshe.com/reaction/2426745

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriisopropyl borateHCID 21531—
Reactant(4-Bromo-3-methoxyphenoxy)(tert-butyl)dimethylsilaneHCID 57422590—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
SolventHexaneHCID 8058—
Product(4-{[Tert-butyl(dimethyl)silyl]oxy}-2-methoxyphenyl)boronic acidHCID 57422591—

Reaction Conditions

Temperature-75 °C

Reaction Steps

In an atmosphere of nitrogen, n-butyl lithium (a hexane solution) was added at −75° C. to a THF solution of (4-bromo-3-methoxyphenoxy)(tert-butyl)dimethylsilane, followed by stirring at −75° C. for 1 hour. Triisopropyl borate was added to the reaction mixture, followed by stirring at room temperature for 30 minutes. The reaction mixture was treated with hydrochloric acid to obtain (4-{[tert-butyl(dimethyl)silyl]oxy}-2-methoxyphenyl)boronic acid.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07968552B2
Source datasetuspto-grants-2011_06
ORD IDord-6c0a4b86fe0c4999b49d9eacf6bf06da
Source noteuspto-grants-2011_06