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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 52754Generated: October 26, 2026

Piperidine → 2,6-Di-tert-butyl-4-[4-cyano-alpha-(piperidin-1-yl)benzyl]phenol

https://huagongshe.com/reaction/52754

Reaction equation

Participants

RoleNameHCIDCharge
ReactantPiperidineHCID 8082—
Reactant2,6-Di-tert-butylphenolHCID 31405—
Reactant4-CyanobenzaldehydeHCID 66042—
SolventO-XyleneHCID 7237—
Product2,6-Di-tert-butyl-4-[4-cyano-alpha-(piperidin-1-yl)benzyl]phenolHCID 19963868—

Reaction Steps

2,6-Di-tert-butylphenol (4.12 g, 0.02 mol), 2.62 g (0.02 mol) of 4-cyano-benzaldehyde and 1.7 g (0.02 mol) of piperidine are refluxed under nitrogen in 25 ml of xylene for 24 hours. The solution is then evaporated in vacuo and the residue chromatographed on silica gel with toluene/ethyl acetate (9:1) to give 6.2 g of a practically pure title compound. A 5 g portion of said compound is recrystallized twice from acetonitrile to give 1.0 g of a pure sample as colorless crystals, melting at 139°-140° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS05616774
Source datasetuspto-grants-1997_04
ORD IDord-beda6d3011e24f9086c71fc392715617
Source noteuspto-grants-1997_04