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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 581871Erstellt: 24. Oktober 2026

Carbon tetrabromide → [3,4-Di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl bromide

https://huagongshe.com/de/reaction/581871

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktCarbon tetrabromideHCID 11205—
EduktTriphenylphosphineHCID 11776—
Edukt[3,4-Di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl alcoholHCID 67554500—
LösungsmittelDichloromethaneHCID 6344—
Produkt[3,4-Di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl bromideHCID 5435048267,6%

Reaktionsbedingungen

Temperatur0 °C

Reaktionsschritte

A mixture of carbon tetrabromide (3.18 g, 9.6 mmol) and triphenyl phosphine (3.15 g, 12.9 mmol) were added to [3,4-di(t-butyldimethylsilyloxymethyl)cyclopent-1-en-1-yl]methyl alcohol (3.09 g, 8.0 mmol) in dichloromethane under ice bath and then, the reaction mixture was stirred for 30 min at 0° C. After overnight at room temperature, the reaction mixture was extracted with dichloromethane, dried with MgSO4, filtered, concentrated and separated by column chromatography to give a desirable product (2.43 g).

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05922727
Quelldatensatzuspto-grants-1999_07
ORD IDord-b49f9aae8e3c476986544a3531c43585
Quellennotizuspto-grants-1999_07