Zurück
HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 73298Erstellt: 23. Oktober 2026

Methyltriphenylphosphonium iodide → 1-Bromo-4-[(1S,2R)-2-vinylcyclopropyl]benzene

https://huagongshe.com/de/reaction/73298

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktMethyltriphenylphosphonium iodideHCID 638159—
EduktPotassium tert-butoxideHCID 23665647—
Edukttrans-2-(4-Bromophenyl)cyclopropane-1-carbaldehydeHCID 57515374—
LösungsmittelDichloromethaneHCID 6344—
Produkt1-Bromo-4-[(1S,2R)-2-vinylcyclopropyl]benzeneHCID 68406252—

Reaktionsschritte

A solution of the aldehyde from Example 28C [(1S,2S)-2-(4-bromophenyl)cyclopropanecarbaldehyde] and methyltriphenylphosphonium iodide [CAS 2065-66-9] in anhydrous dichloromethane was stirred at 0° C. under N2. Potassium t-butoxide was added to this chilled mixture. The ice bath was removed and the mixture was stirred at room temperature for one hour. The mixture was quenched with saturated aqueous NH4Cl. The mixture was extracted with dichloromethane and the combined organic extracts were dried (MgSO4) and filtered. The filtrate was concentrated under reduced pressure and the residue was purified on silica gel with hexanes to provide the title compound.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS08829041B2
Quelldatensatzuspto-grants-2014_09
ORD IDord-22bebeda1ff04931ad6b31b69223b022
Quellennotizuspto-grants-2014_09