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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 83115Generated: October 26, 2026

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

https://huagongshe.com/reaction/83115

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
Reactant(5-Methyl-3-phenyl-1,2-oxazol-4-yl)methanolHCID 2776149—
ReactantHCID 178516044HCID 178516044—
SolventTetrahydrofuranHCID 8028—
Product2-(5-Methyl-3-phenyl-isoxazol-4-ylmethoxy)-5-trifluoromethylpyridineHCID 6844270651.5%

Reaction Conditions

Temperature50 °C

Reaction Steps

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]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08846719B2
Source datasetuspto-grants-2014_09
ORD IDord-efe563209e4148e984831a6d1b50bc83
Source noteuspto-grants-2014_09