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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 75104Generated: October 30, 2026

Triphenylphosphine → HCID 86688411, compound

https://huagongshe.com/reaction/75104

Reaction equation

Participants

RoleNameHCIDCharge
ReactantTriphenylphosphineHCID 11776—
ReactantDiisopropyl diazene-1,2-dicarboxylateHCID 75555—
ReactantTert-butyl 4-hydroxypiperidine-1-carboxylateHCID 643502—
Reactant3-(3-Hydroxyphenyl)benzonitrileHCID 3778992—
SolventTetrahydrofuranHCID 8028—
ProductHCID 86688411HCID 8668841181.4%

Reaction Steps

A solution of 1.210 g (5.99 mmol) of diisopropyl azodicarboxylate is added dropwise to a solution, cooled to 0° C., under an argon atmosphere, of 0.974 g (4.99 mmol) of 3′-hydroxybiphenyl-3-carbonitrile, 1.205 g (5.99 mmol) of tert-butyl 4-hydroxypiperidine-1-carboxylate and 1.570 g (5.99 mmol) of triphenylphosphine in 12 ml of tetrahydrofuran. The mixture is subsequently stirred at ambient temperature overnight. 15 g of silica are added and the mixture is evaporated to dryness. The product is purified by chromatography on silica gel, elution being carried out with a 10:90 and then 15:85 mixture of ethyl acetate and cyclohexane, in order to obtain 1.538 g (4.06 mmol) of product in the form of a colourless oil.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS08835418B2
Source datasetuspto-grants-2014_09
ORD IDord-5ede2699b3aa4e73b4e6c1d1882638ae
Source noteuspto-grants-2014_09