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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493191Generated: October 29, 2026

Triphenylphosphine → HCID 68726283, compound

https://huagongshe.com/reaction/493191

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-Isopropylpiperidin-4-olHCID 79681—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 68725520HCID 68725520—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68726283HCID 68726283119.7%

Reaction Steps

The above prepared 6-hydroxy-3-isopropyl-benzofuran-2-carboxylic acid ethyl ester (0.400 g, 1.61 mmol) was dissolved in 8 mL of THF and treated successively at 0° C. with 1-isopropyl-piperidin-4-ol (0.461 g, 2 eq.), triphenylphosphine (0.845 g, 2 eq.) and DIAD (0.630 mL, 2 eq.), and the mixture then kept at ambient temperature for another 1 h. Pouring onto crashed ice, twofold extraction with AcOEt, washing with water, drying over sodium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, NEt3/AcOEt=5/95), yielded 0.720 g of the title compound as light yellow oil, contaminated with tiny amounts of reduced DIAD.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534788B2
Source datasetuspto-grants-2009_05
ORD IDord-87f0d5cdc3704b898d6d87630fb1d157
Source noteuspto-grants-2009_05