Réaction #1884993

ord-03b246efad6c44d6814396ff667f10ff

Équation de réaction

O=Cc1ccc(F)cc1
4-fluoro-benzaldehyde
O=C(O)CC(=O)O
malonic acid
C1CCNCC1
piperidine
c1ccncc1
pyridine
Cl
HCl
O=C(O)C=Cc1ccc(F)cc1
4-fluoro-cinnamic acid
Rendement 90.0%

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    TempératureAfter heating it to 80° C.
  2. 2
    workup.STIRRINGthe mixture was stirred for 12 hours
  3. 3
    AutreAfter the reaction
  4. 4
    Températurethe resulting solution cooled down to room temperature
  5. 5
    FiltrationThe resulting powder was filtered
  6. 6
    Lavagewashed with water
  7. 7
    Autredried in a vacuum oven

Mode opératoire

10 g (80.6 mmol) of 4-fluoro-benzaldehyde, 29.5 g (2 eq.) of malonic acid, and 1.21 g (0.1 eq.) of piperidine were added to 33.7 g (3 eq.) of pyridine and stirred at room temperature for about 1 hour. After heating it to 80° C., the mixture was stirred for 12 hours. After the reaction, the resulting solution cooled down to room temperature and was slowly added with 1M HCl until it was titrated to about pH 4. The resulting powder was filtered and washed with water, and then dried in a vacuum oven. (Yield: 90%)

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US08343597B2uspto-grants-2013_01