Malonic Acid → 3-(3-Bromo-4-fluorophenyl)-2-propenoic acid

HRID 2207878

Reaktionsgleichung

Reaktionsgleichung von HRID 2207878
[Br:1][C:2]1[CH:3]=[C:4]([CH:7]=[CH:8][C:9]=1[F:10])[CH:5]=O.C(O)(=O)[CH2:12][C:13]([OH:15])=[O:14].N1CCCCC1>N1C=CC=CC=1>[Br:1][C:2]1[CH:3]=[C:4]([CH:5]=[CH:12][C:13]([OH:15])=[O:14])[CH:7]=[CH:8][C:9]=1[F:10]

Komponenten

5

Edukt 3

HCID 867Malonic AcidHCID 8082PiperidineHCID 1736043-Bromo-4-fluorobenzaldehyde

Produkt 1

HCID 6883113-(3-Bromo-4-fluorophenyl)-2-propenoic acidAusbeute 54,7 %

Reagenzien, Katalysatoren, Lösungsmittel 1

HCID 1049PyridineLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

3-Bromo-4-fluoro-benzaldehyde (5.0 g, 24.6 mmol), malonic acid (5.6 g, 53.7 mmol), and piperidine (0.5 mL, 4.9 mmol) were added to pyridine (11.4 mL). The reaction mixture was stirred at 100° C. for 3 hours and then concentrated under reduced pressure. Distilled water was added to the reaction mixture, which was then filtered. The resulting solid was recrystallized from ethanol to give 3.3 g of the titled compound as a white solid.

Aufarbeitung

  1. concentrationconcentrated under reduced pressure
  2. additionDistilled water was added to the reaction mixture, which
  3. filtrationwas then filtered
  4. customThe resulting solid was recrystallized from ethanol

Quellen und Nachweise

ORD-Eintrag
ord-d292ac838ee14bf5a46b97a9cfb067ee
Quelldatensatz
uspto-grants-2016_06
Patentnummer
US09376420B2

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