تفاعل #90271

ord-7bdeba46afee4b3db38f154b9a558d15

معادلة التفاعل

COc1cc(C=O)ccc1O
vanillin
N#CCc1ccc(C(F)(F)F)nc1
2-(6-(trifluoromethyl)pyridin-3-yl)acetonitrile
C1CCNCC1
piperidine
COc1cc(/C=C(\C#N)c2ccc(C(F)(F)F)nc2)ccc1O
(Z)-3-(4-hydroxy-3-methoxyphenyl)-2-(6-(trifluoromethyl)pyridin-3-yl)acrylonitrile

الكواشف

لا شيء

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    درجة الحرارةat reflux for forty-eight hours
  2. 2
    ترشيحThe resulting precipitate was filtered off
  3. 3
    غسيلwashed with water
  4. 4
    أخرىdried
  5. 5
    أخرىRecrystallisation from isopropanol

الإجراء التجريبي

A suspension of vanillin (1.0 g, 6.57 mmol), 2-(6-(trifluoromethyl)pyridin-3-yl)acetonitrile (1.222 g, 6.57 mmol) and piperidine (0.71 mL, 7.23 mmol) in absolute ethanol (10 mL) was stirred at reflux for forty-eight hours and then allowed to cool to room temperature. The resulting precipitate was filtered off, washed with water and dried. Recrystallisation from isopropanol afforded (Z)-3-(4-hydroxy-3-methoxyphenyl)-2-(6-(trifluoromethyl)pyridin-3-yl)acrylonitrile as white crystals, 0.904 g (43%).

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US09446012B2uspto-grants-2016_09