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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493169Generated: October 26, 2026

Triphenylphosphine → HCID 68724674, compound

https://huagongshe.com/reaction/493169

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-Isopropylpiperidin-4-olHCID 79681—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantEthyl 5-hydroxybenzofuran-2-carboxylateHCID 22228632—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68724674HCID 6872467456.4%

Reaction Steps

The above prepared 5-hydroxy-benzofuran-2-carboxylic acid ethyl ester (1.50 g, 7.27 mmol) was dissolved in 36 mL of THF and treated successively at 10° C. with 1-isopropyl-piperidin-4-ol (1.46 g, 1.4 eq.), triphenylphosphine (2.67 g, 1.4 eq.) and DIAD (2.00 mL, 1.4 eq.), and the mixture then kept at ambient temperature for another 3 h. Pouring onto crashed ice/NH4Cl, twofold extraction with AcOEt, washing with water and brine, drying over magnesium sulfate, and evaporation of the solvents, followed by flash chromatography (SiO2, NEt3/AcOEt=2/98), yielded finally 1.36 g of the title compound as light yellow oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534788B2
Source datasetuspto-grants-2009_05
ORD IDord-2ba38cdcd9f242a29ee9de5842be3c37
Source noteuspto-grants-2009_05