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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 1426300Generated: November 3, 2026

Triphenylphosphine → HCID 69673392, compound

https://huagongshe.com/reaction/1426300

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDi-tert-butyl azodicarboxylateHCID 97268—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Reactant3-Bromo-5-fluorophenolHCID 21904636—
SolventTetrahydrofuranHCID 8028—
ProductHCID 69673392HCID 6967339270%

Reaction Steps

To a mixture of triphenylphosphine (1.75 g, 6.66 mmol) and 3-bromo-5-fluorophenol (795 mg, 4.16 mmol) and tert-butyl 4-hydroxypiperidine-1-carboxylate (922 mg, 4.58 mmol) in THF (20. mL) was added di-tert-butyl azodicarboxylate (1.53 g, 6.66 mmol) (DBAD) at 0° C. The reaction was stirred overnight at room temperature. The solvent was removed and the residue was dissolved in methanol and purified by preparative-LCMS (C18 column eluting with a gradient of ACN/H2O containing 0.15% NH4OH) to give the desired product (1.09 g, 70%). LCMS (M+Na)+: 396.0, 398.0.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08933085B2
Source datasetuspto-grants-2015_01
ORD IDord-56ebf582927041c48fa456a49ff0cddd
Source noteuspto-grants-2015_01