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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1037712Erstellt: 27. Oktober 2026

Dichlorodimethylsilane → Chloro(4,5-dimethyl-6H-cyclopenta[b]thien-6-yl)dimethylsilane

https://huagongshe.com/reaction/1037712

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktDichlorodimethylsilaneHCID 6398—
Edukt4,5-dimethyl-4H-cyclopenta[b]thiopheneHCID 12307588—
Edukt4,5-dimethyl-6H-cyclopenta[b]thiopheneHCID 66809306—
EduktButyllithiumHCID 178418339—
LösungsmittelTetrahydrofuranHCID 8028—
ProduktChloro(4,5-dimethyl-6H-cyclopenta[b]thien-6-yl)dimethylsilaneHCID 58526148—

Reaktionsschritte

Under an argon atmosphere, to a solution of 10.0 g (66.6 mmol) of a mixture of 4,5-dimethyl-4H-cyclopenta[b]thiophene and 4,5-dimethyl-6H-cyclopenta[b]thiophene in 150 ml of THF, 26.6 ml of 2.5 M (66.6 mmol) nBuLi in hexanes was added dropwise over 30 minutes at −60° C. This mixture was additionally stirred for 2 hours at room temperature and then added dropwise for 3 hours to a solution of 23.7 ml (25.2 g, 200 mmol) of dichlorodimethylsilane in 50 ml of THF. The resulting mixture was stirred for 12 hours at ambient temperature and then evaporated to dryness. Fractional distillation gave yellowish liquid, bp 83-85° C./0.2 mm Hg. Yield 10.7 g (66%).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08546595B2
Quelldatensatzuspto-grants-2013_10
ORD IDord-77d263a97fae40958d9657850a6788c1
Quellennotizuspto-grants-2013_10