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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1501152Generated: November 1, 2026

Triphenylphosphine → HCID 89580782, compound

https://huagongshe.com/reaction/1501152

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
ReactantHCID 22731454HCID 22731454—
ReactantHCID 178418642HCID 178418642—
SolventTetrahydrofuranHCID 8028—
ProductHCID 89580782HCID 8958078235.1%

Reaction Steps

To a solution of 4-(1-hydroxyethyl)benzoate (300 mg. 1.67 mmol) in tetrahydrofuran (80 mL) were added triphenylphosphine (570 mg, 2.2 mmol) and pyridin-4-ol (159 mg, 1.67 mmol). The mixture was stirred for 30 minutes at room temperature, and then cooled to 0° C. And diisopropylazodicarboxylate (568.3 mg, 2.8 mmol) was added dropwise to the solution at 0° C. The resultant mixture was stirred at room temperature for 12 hours. Then the mixture was concentrated to give a residue and the residue was purified by column chromatography (silica gel, ethyl acetate/petroleum ether=1:10) to give methyl 4-(1-(pyridin-4-yloxy)ethyl)benzoate as an oil (151 mg, 35%). LRMS (M+H) m/z: calcd 257.1. found 257.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS09206128B2
Source datasetuspto-grants-2015_12
ORD IDord-5bc8d46e7cc74eadb531428138d7d101
Source noteuspto-grants-2015_12