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HuagongsheHuagongshe Chemie-Druckbericht · Nur für Forschungszwecke
HRID 1520974Erstellt: 25. Oktober 2026

Triphenylphosphine → 2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-5-trifluoromethylpyridine

https://huagongshe.com/reaction/1520974

Reaktionsgleichung

Beteiligte Stoffe

RolleNameHCIDEinwaage
EduktTriphenylphosphineHCID 11776—
Eduktethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Edukt(5-Methyl-3-phenyl-1,2-oxazol-4-yl)methanolHCID 2776149—
EduktHCID 178516044HCID 178516044—
LösungsmittelTetrahydrofuranHCID 8028—
Produkt2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-5-trifluoromethylpyridineHCID 6844270651,5%

Reaktionsbedingungen

Temperatur50 °C

Reaktionsschritte

To a solution of (5-methyl-3-phenyl-isoxazol-4-yl)-methanol (95 mg, 0.50 mmol) in THF (6 mL) was added 2-hydroxy-5-trifluoromethylpyridine (90 mg, 0.55 mmol) and triphenylphosphine (197 mg, 0.75 mmol) at ambient temperature under an argon atmosphere. Then diethyl azodicarboxylate (120 μL, 0.75 mmol) was added and the reaction mixture was stirred for 2.5 h at 50° C. Concentration and purification by chromatography (SiO2, heptane:ethyl acetate=95:5 to 0:100) afforded the title compound (86 mg, 51%) as a colourless oil. MS: m/e=335.3 [M+H]+.

Herkunft & Nachweise

DOI10.6084/m9.figshare.5104873.v1
PatentnummerUS09073908B2
Quelldatensatzuspto-grants-2015_07
ORD IDord-40a9e1c2721a4841b0173355b9e7e83a
Quellennotizuspto-grants-2015_07