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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 2068444Generated: October 26, 2026

Tributyl borate → (4-Bromo-5-methylthiophen-2-yl)boronic acid

https://huagongshe.com/reaction/2068444

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTributyl borateHCID 12712—
Reactant3,5-Dibromo-2-methylthiopheneHCID 122373—
ReactantButyllithiumHCID 178418339—
SolventDiethyl EtherHCID 3283—
SolventHexaneHCID 8058—
Product(4-Bromo-5-methylthiophen-2-yl)boronic acidHCID 12184011—

Reaction Steps

n-Butyl lithium in hexane is added to a stirred solution of compound 2 in dry ether (150 mL) at −78° C. under argon atmosphere. After stirring for 30 min, boric acid tri-butyl ester is quickly added to the reaction mixture. The mixture is extracted with 4% aq. NaOH (100 mL), the extract is collected and neutralized by with 10% HCl. The solid residue is washed, filtrated, and dried. Compound 3 is obtained as a yellowish solid. M.p. 229° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08298453B2
Source datasetuspto-grants-2012_10
ORD IDord-d76ef1c571df40d7a30aea177c86214c
Source noteuspto-grants-2012_10