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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 497166Erstellt: 23. Oktober 2026

Hydrochloric Acid → (5-Methylthiophen-2-yl)boronic acid

https://huagongshe.com/de/reaction/497166

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktHydrochloric AcidHCID 313—
EduktTrimethyl borateHCID 8470—
Edukt2-Bromo-5-methylthiopheneHCID 69831—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt(5-Methylthiophen-2-yl)boronic acidHCID 273437467,9%

Reaktionsschritte

To a stirred solution of 2-bromo-5-methylthiophene (2.5 g, 14.1 mmol) in THF (30 mL) was added n-BuLi (1.55 M solution in hexane, 10.0 mL, 15.5 mmol) at −78° C. under nitrogen, and the mixture was stirred for 1 hour. Trimethylborate (1.83 g, 17.6 mmol) was added to the mixture, and residue was allowed to warm up to room temperature overnight. The reaction mixture was cooled at 0° c and 2N HCl (10 mL) was added, and the mixture was stirred for 1 hour. The organic layer was separated and the aqueous layer was extracted with diethylether. The combined organic layer was washed with brine, dried over MgSO4, and concentrated in vacuo, to give the title compound (1.36 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06949536B2
Quelldatensatzuspto-grants-2005_09
ORD IDord-0cb2544ca0b44929ac5ba89ca80db0a8
Quellennotizuspto-grants-2005_09