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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1403192Generated: November 1, 2026

Triphenylphosphine → HCID 71239540, compound

https://huagongshe.com/reaction/1403192

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactantm-EthynylphenolHCID 139144—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant80154-05-8HCID 22317107—
SolventDichloromethaneHCID 6344—
ProductHCID 71239540HCID 7123954039.8%

Reaction Steps

Ph3P (1.32 g, 5.04 mmol) in DCM (4 mL), under a nitrogen atmosphere, was cooled with an ice bath and treated with neat DIAD (397 μL, 4.6 mmol). After 25 min the solution was added drop wise to 1-methylpiperidin-4-ol hydrochloride (547 g, 4.6 mmol) and 3-ethynylphenol (277 μL, 4.2 mmol) in DCM (8 mL), cooled with an ice bath, under a nitrogen atmosphere, with stirring. The reaction was then stirred at room temperature 4 h. The volatiles were partially removed by evaporation and the residue was purified by flash chromatography (DCM/MeOH 95/5) affording the title compound as a colorless oil (360 mg, 39%).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08912200B2
Source datasetuspto-grants-2014_12
ORD IDord-52d9db60895440a488e3cad5cf359c23
Source noteuspto-grants-2014_12