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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1023766Generated: October 31, 2026

Hydrochloric Acid → 3-Chloro-4-(methylthio)phenylboronic acid

https://huagongshe.com/reaction/1023766

Reaction equation

Participants

RoleNameHCIDCharge
ReactantHydrochloric AcidHCID 313—
ReactantTriisopropyl borateHCID 21531—
Reactant1-Bromo-3-chloro-4-(methylthio)benzeneHCID 57346131—
ReactantButyllithiumHCID 178418339—
SolventTetrahydrofuranHCID 8028—
Product3-Chloro-4-(methylthio)phenylboronic acidHCID 68664108—

Reaction Conditions

Temperature20 °C

Reaction Steps

Butyl lithium (15 ml, 1.9M in hexanes) was added over 40 min to a solution of the product from step b) (6.82 g) and triisopropylborate (8.0 ml) in THF (30 ml) at −78° C. and stirred for a further 1 h. 2M HCl (20 ml) was added, the mixture was warmed to 20° C. and extracted with ether (three times). The organic extracts were dried (MgSO4), evaporated and purified by chromatography (silica, petrol-ether as eluent) to give the sub-title compound (1.82 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08722741B2
Source datasetuspto-grants-2014_05
ORD IDord-cacb818b85584acf8f51a6b34ef1cf40
Source noteuspto-grants-2014_05