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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1920922Generated: October 31, 2026

Triphenylphosphine → HCID 67491973, compound

https://huagongshe.com/reaction/1920922

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantethyl N-ethoxycarbonyliminocarbamateHCID 220568—
ReactantMethyl 3-hydroxyisoxazole-5-carboxylateHCID 2724585—
Reactant(3-Butyl-5-methyl-isoxazol-4-yl)-methanolHCID 66599297—
SolventTetrahydrofuranHCID 8028—
ProductHCID 67491973HCID 6749197355%

Reaction Steps

To a solution of 3-butyl-5-methyl-4-isoxazolyl-methanol (1.5 g, 8.9 mmol) in THF (30 mL) was added 3-oxo-2,3-dihydro-isoxazole-5-carboxylic acid methyl ester (1.27 g, 8.9 mmol) and triphenylphosphine (2.79 g, 10.6 mmol) at 0° C. under an argon atmosphere. Then diethyl azodicarboxylate (˜40% in toluene, 4.25 mL, 9.8 mmol) was added and the reaction mixture was stirred overnight at room temperature. Concentration and purification by chromatography (silica, heptane:ethyl acetate=4:1 to 1:1) afforded the title compound (1.44 g, 55%) as a colourless liquid. MS: m/e=295.0 [M+H]+.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08173652B2
Source datasetuspto-grants-2012_05
ORD IDord-470bf4b17c9841859c1da77e41f16449
Source noteuspto-grants-2012_05