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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1859537Erstellt: 25. Oktober 2026

Acetone → 2-(3,5-Dibromothiophen-2-yl)propan-2-ol

https://huagongshe.com/reaction/1859537

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktAcetoneHCID 180—
EduktHexaneHCID 8058—
EduktThiophene, 2,3,5-tribromo-HCID 76592—
EduktButyllithiumHCID 178418339—
LösungsmittelDiethyl EtherHCID 3283—
Produkt2-(3,5-Dibromothiophen-2-yl)propan-2-olHCID 22572727—

Reaktionsschritte

A solution of 2,3,5-tribromothiophene (8.17 g, 25 mmol) in Et2O (N2 atmosphere) was cooled to −78° C. and treated with a 1.6 M hexane solution of nBuLi (15.6 mL, 25 mmol). The mixture was then stirred for 10 minutes, then treated with acetone (1.84 mL, 25 mmol). The mixture was then stirred for 30 minutes and quenched with H2O. The mixture was extracted with Et2O; the organic layers were combined, dried (MgSO4), and the solvent removed in vacuo. The residue was filtered through a plug of silica gel (gradient elution from hexanes to EtOAc) to provide the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS06528510B1
Quelldatensatzuspto-grants-2003_03
ORD IDord-9efd2e7c19d04d248fc0530be543a158
Quellennotizuspto-grants-2003_03