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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1906976Erstellt: 24. Oktober 2026

tert-Butyl hydroperoxide → (trans)-3-(7-Phenyl-1,2-heptadiene-4,6-diynyl)oxiranemethanol

https://huagongshe.com/de/reaction/1906976

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
Edukttert-Butyl hydroperoxideHCID 6410—
Edukt10-Phenyl-7,9-decadiyne-2,4,5-trien-1-olHCID 53943077—
KatalysatorBis(2,4-pentanedionato)vanadium(IV) OxideHCID 16217092—
LösungsmittelBenzeneHCID 241—
Produkt(trans)-3-(7-Phenyl-1,2-heptadiene-4,6-diynyl)oxiranemethanolHCID 86740795—

Reaktionsschritte

To a stirred solution of 20 mg (0.090 mmole) of 10-phenyl-7,9-decadiyne-2,4,5-trien-1-ol in 4 ml of benzene was added 2 mg of vanadyl acetylacetonate and 50 μl (0.26 mmole) of a 5.43M solution of t-butyl hydroperoxide in benzene. The mixture was stirred for two hours. The mixture was concentrated and the residue was purified via flash chromatography to afford 7 mg of the title compound as an approximately 1:1 mixture of diastereomers.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS04654426
Quelldatensatzuspto-grants-1987_03
ORD IDord-fa7e7b7cf5b94c54b0702566d67516c3
Quellennotizuspto-grants-1987_03