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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 473522Generated: October 30, 2026

Triphenylphosphine → HCID 67202457, compound

https://huagongshe.com/reaction/473522

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
ReactantDiisopropyl azodicarboxylateHCID 5363146—
Reactant3-Bromo-5-methoxyphenolHCID 21536038—
SolventTetrahydrofuranHCID 8028—
SolventEthyl AcetateHCID 8857—
ProductHCID 67202457HCID 67202457—

Reaction Conditions

Temperature0 °C

Reaction Steps

3-Bromo-5-methoxyphenol (0.18 g, 0.89 mmol) and triphenylphosphine (0.284, 1.07 mmol) were taken into THF (5 mL) and the resulting mixture cooled to 0° C. 4-Hydroxy-piperidine-1-carboxylic acid tert-butyl ester (0.18 g, 0.89 mmol), and DIAD (0.207 mL, 1.07 mmol) were taken up into THF (5 mL) and added slowly to the mixture, which was then stirred at room temperature over night. The resulting mixture was taken into EtOAc and washed with saturated NaHCO3 and brine. The solvent was dried over sodium sulfate and removed in vacuo. The resulting residue was purified on normal phase chromatography (EtOAc/heptane) to yield tert-butyl 4-(3-bromo-5-methoxyphenoxy)piperidine-1-carboxylate. MH+ 386.2, 388.2

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08633322B2
Source datasetuspto-grants-2014_01
ORD IDord-f689a246f02842ffa248aaf5e98ce31a
Source noteuspto-grants-2014_01