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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 359853Erstellt: 24. Oktober 2026

Piperidine → 5-{5-[2-(2-Bromoethenyl)-4-(4,5-dihydro-2-oxazolyl)phenoxy]pentyl}-3-methylisoxazole

https://huagongshe.com/de/reaction/359853

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktPiperidineHCID 8082—
EduktBenzaldehyde, 5-(4,5-dihydro-2-oxazolyl)-2-((5-(3-methyl-5-isoxazolyl)pentyl)oxy)-HCID 5271233—
EduktTriphenylphosphine bromideHCID 22470945—
EduktButyllithiumHCID 178418339—
LösungsmittelDiethyl EtherHCID 3283—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt5-{5-[2-(2-Bromoethenyl)-4-(4,5-dihydro-2-oxazolyl)phenoxy]pentyl}-3-methylisoxazoleHCID 54238410—

Reaktionsschritte

To a solution of 1.255 g piperidine in 100 ml ether at 0° under nitrogen was added 12 ml n-butyllithium (1.23 m) followed by 5 g triphenylphosphine bromide. The mixture was then stirred two hours at room temperature and 4.78 g 5-{5-[2-formyl-4-(4,5-dihydro-2-oxazolyl)phenoxy]pentyl}-3-methylisoxazole (Example 70) in 35 ml tetrahydrofuran was added dropwise. The reaction mixture was kept overnight at room temperature and worked up by chromatography to give 0.53 g 5-{5-[2-(2-bromoethenyl)-4-(4,5-dihydro-2-oxazolyl)phenoxy]pentyl}-3-methylisoxazole, colorless needles, m.p. 94°-96° C. after recrystallization from isopropyl acetate and hexane.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS05002960
Quelldatensatzuspto-grants-1991_03
ORD IDord-03bdfa59e2994649a9f6b2c8e9c6b9b0
Quellennotizuspto-grants-1991_03