Reaktion #81030

Reaktionsgleichung

2,6-di-tert-butylphenol

4-nitrobenzaldehyde

piperidine

→

title compound

Ausbeute 23.6%

2,6-Di-tert-butyl-4-[4-nitro-α-(piperidin-1-yl)benzyl]phenol

Ausbeute 23.6%

Lösungsmittel

n-butanol

Reaktionsbedingungen

Aufarbeitung

1. 1
   SonstigeThe solution is then evaporated in vacuo
2. 2
   SonstigeThe residue is then chromatographed on silica gel with hexane:ethyl acetate (4:1 )
3. 3
   SonstigeThe pure fractions are recrystallized from acetonitrile

Vorschrift

A mixture of 2.1 g (0.01 mol) of 2,6-di-tert-butylphenol, 1.51 g (0.01 mol) of 4-nitrobenzaldehyde and 0.9 g (0.0105 mol) of piperidine is refluxed under nitrogen in 15 ml n-butanol for 24 hours. The solution is then evaporated in vacuo. The residue is then chromatographed on silica gel with hexane:ethyl acetate (4:1 ). The pure fractions are recrystallized from acetonitrile to give 1.0 g of the title compound as pale yellow crystals, melting at 147° -148° C.

Quelle