반응 #90271

ord-7bdeba46afee4b3db38f154b9a558d15

반응 방정식

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

용매

반응 조건

상세 조건
See reaction.notes.procedure_details.

후처리

  1. 1
    온도at reflux for forty-eight hours
  2. 2
    여과The resulting precipitate was filtered off
  3. 3
    세척washed with water
  4. 4
    기타dried
  5. 5
    기타Recrystallisation from isopropanol

실험 절차

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%).

출처

DOI: 10.6084/m9.figshare.5104873.v1특허: US09446012B2uspto-grants-2016_09