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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 412582Generated: October 27, 2026

Triphenylphosphine → Tert-butyl 4-cyanopiperidine-1-carboxylate

https://huagongshe.com/reaction/412582

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
Reactant1-(tert-Butoxycarbonyl)piperidine-4-carboxamideHCID 2735646—
SolventCarbon TetrachlorideHCID 5943—
SolventTetrahydrofuranHCID 8028—
ProductTert-butyl 4-cyanopiperidine-1-carboxylateHCID 151444367.9%

Reaction Steps

To a solution of 4-carbamoylpiperidine-1-carboxylic acid tert-butyl ester (5.6 g) in a mixture of tetrahydrofuran (110 ml) and carbon tetrachloride (90 ml) was added triphenylphosphine (24.4 g), and the mixture was stirred under reflux for 1.5 hours. After completion of the reaction, the reaction mixture was filtrated and the solvent was evaporated. The obtained residue was purified by silica gel column chromatography (hexane:ethyl acetate=3:1) and dried under reduced pressure to give the title compound (3.5 g).

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS06562828B1
Source datasetuspto-grants-2003_05
ORD IDord-b0eeebc1b0674525b0cabf437781de79
Source noteuspto-grants-2003_05