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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 252260Erstellt: 26. Oktober 2026

2,3-Dibromothiophene → HCID 66857536, Verbindung

https://huagongshe.com/reaction/252260

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukt2,3-DibromothiopheneHCID 76590—
EduktEthanol, 2-methoxy-, 1-(4-methylbenzenesulfonate)HCID 86977—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktHCID 66857536HCID 6685753616,3%

Reaktionsbedingungen

Temperatur-75 °C

Reaktionsschritte

To a solution of 2,3-dibromothiophene (12.6 g, 50 mmol) in THF abs. (125 mL) was added at −75° C. n-BuLi (1.6M/hexane, 31 mL) over 30 minutes. The reaction mixture was further stirred at −75° C. for 30 minutes, and p-toluenesulfonic acid-2-methoxyethylester (11.8 g, 50 mmol) was added dropwise over 1 h. The mixture stirred for 2 h without cooling, quenched with brine, and extracted with ether. The organics were washed, dried, and concentrated. The residue was chromatographed on silica gel using heptane/ethyl acetate as eluent to obtain 3-bromo-2-(2-methoxy-ethyl)-thiophene (1.8 g) as a colorless liquid. MS (EI): 221.1 (M)

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS07868030B2
Quelldatensatzuspto-grants-2011_01
ORD IDord-dcfd055774cc4157887389e16aa1ef46
Quellennotizuspto-grants-2011_01