تفاعل #81030

ord-42501c0ec9f841a0ab22c5f6bd4cd6ba

معادلة التفاعل

CC(C)(C)c1cccc(C(C)(C)C)c1O
2,6-di-tert-butylphenol
O=Cc1ccc([N+](=O)[O-])cc1
4-nitrobenzaldehyde
C1CCNCC1
piperidine
CC(C)(C)c1cc(C(c2ccc([N+](=O)[O-])cc2)N2CCCCC2)cc(C(C)(C)C)c1O
title compound
المردود 23.6%
CC(C)(C)c1cc(C(c2ccc([N+](=O)[O-])cc2)N2CCCCC2)cc(C(C)(C)C)c1O
2,6-Di-tert-butyl-4-[4-nitro-α-(piperidin-1-yl)benzyl]phenol
المردود 23.6%

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

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

الإجراء التجريبي

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.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US05616774uspto-grants-1997_04