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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 23464Erstellt: 24. Oktober 2026

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

https://huagongshe.com/de/reaction/23464

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
PatentnummerUS06852711B2
Quelldatensatzuspto-grants-2005_02
ORD IDord-eddf34b407b548debb99d9803b0c57a1
Quellennotizuspto-grants-2005_02