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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 493174Generated: October 30, 2026

Triphenylphosphine → HCID 68727290, compound

https://huagongshe.com/reaction/493174

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-Isopropylpiperidin-4-olHCID 79681—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 68726284HCID 68726284—
SolventTetrahydrofuranHCID 8028—
ProductHCID 68727290HCID 6872729064.1%

Reaction Steps

The above prepared ((cis)-2,6-dimethyl-morpholin-4-yl)-(5-hydroxy-benzofuran-2-yl)-methanone (0.150 g, 0.545 mmol) was dissolved in 2.7 mL of THF and treated successively at 10° C. with 1-isopropyl-piperidin-4-ol (0.156 g, 2 eq.), triphenylphosphine (0.285 g, 2 eq.) and DIAD (0.212 mL, 2 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, drying over sodium sulfate, and evaporation of the solvents, followed by two flash chromatographies (SiO2, NEt3/AcOEt=4/96 and CH2Cl2/MeOH=9/1), yielded eventually 0.140 g of the title compound as colorless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS07534788B2
Source datasetuspto-grants-2009_05
ORD IDord-f7391d1fdef64cba989f9d893c6666e6
Source noteuspto-grants-2009_05