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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 967485Generated: October 25, 2026

Triphenylphosphine → HCID 69652314, compound

https://huagongshe.com/reaction/967485

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantp-Chlorophenethylic alcoholHCID 74647—
ReactantDiethyl azodicarboxylateHCID 5462977—
ReactantMethyl 4-chloro-3-hydroxybenzoateHCID 11819787—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69652314HCID 69652314—

Reaction Steps

g (5.36 mmol) of 4-Chloro-3-hydroxy-benzoic acid methyl ester was dissolved in 40 ml of anhydrous tetrahydrofuran. To this solution was added 0.923 g (5.9 mmol) of 2-(4-chloro-phenyl)-ethanol, 5.35 g (equivalent to 16.1 mmol PPh3) of triphenylphosphine derivatized polystyrene and 2.80 g (16.1 mmol) of DEAD. The solution was shaken for 16 h at RT. The polymer was filtered off and washed with ethyl acetate. The solvent was removed under reduced pressure. The residue was taken-up in ethyl acetate and the solution was washed three times with water and twice with saturated aqueous sodium chloride. The organic phase was dried with magnesium sulphate, filtered and the solvent was removed under reduced pressure. The residue was chromatographed on silica gel eluting with ethyl acetate/n-heptane (1/5). Yield 1.6 g. LC-MS (ES+): m/e=325 (M)+

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06953857B2
Source datasetuspto-grants-2005_10
ORD IDord-9197bb0f980240dcb069db6298e7d5f0
Source noteuspto-grants-2005_10