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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 479134Generated: October 25, 2026

Triphenylphosphine → 4-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-ethoxy}-naphthalene-1-carbaldehyde

https://huagongshe.com/reaction/479134

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant4-Hydroxy-1-naphthaldehydeHCID 344290—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant2-(5-Methyl-2-(4-(trifluoromethyl)phenyl)oxazol-4-yl)ethanolHCID 10588172—
SolventTolueneHCID 1140—
Product4-{2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-ethoxy}-naphthalene-1-carbaldehydeHCID 18003552—

Reaction Steps

2.00 g of 2-[5-Methyl-2-(4-trifluoromethyl-phenyl)-oxazol-4-yl]-ethanol (7.37 mmol) was dissolved in 37 ml of toluene and treated successively at 0° C. with 1.27 g of 4-hydroxy-naphthalene-1-carbaldehyde (7.37 mmol), 1.93 g of triphenylphosphine (7.37 mmol), and 1.49 g (7.37 mmol) of DIAD. The cooling bath was then removed and stirring continued for 2 h. The reaction mixture was then evaporated to dryness in vacuo. Flash chromatography (SiO2, hexane/AcOEt=75/25), followed by boiling up in ether, delivered 1.28 g of the title compound as off-white crystals.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06642389B2
Source datasetuspto-grants-2003_11
ORD IDord-8b747aea718945308ede271b56480a7f
Source noteuspto-grants-2003_11