3-(2,4-Difluorophenyl)acrylic Acid → 3-(2,4-difluorophenyl)propanoic Acid

HRID 130605

Reaktionsgleichung

Reaktionsgleichung von HRID 130605
[F:1][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[CH:4]=[CH:5][C:6]([OH:8])=[O:7].[H][H]>O1CCCC1.[Pd]>[F:1][C:2]1[CH:12]=[C:11]([F:13])[CH:10]=[CH:9][C:3]=1[CH2:4][CH2:5][C:6]([OH:8])=[O:7]

Komponenten

5

Edukt 2

HCID 6035023-(2,4-Difluorophenyl)acrylic AcidHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 49863953-(2,4-difluorophenyl)propanoic AcidAusbeute 98,1 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23938PalladiumKatalysatorHCID 8028TetrahydrofuranLösungsmittel

Reaktionsbedingungen

Temperatur
100 °C

Versuchsvorschrift

105 g of 2,4-difluorocinnamic acid from Example 5 were dissolved in 450 ml of tetrahydrofuran and reacted with 5 g of palladium on active carbon with stirring at 100° C. and a hydrogen pressure of 50 bar. After a constant pressure had been achieved, the mixture was cooled to room temperature, the pressure was released, the palladium catalyst was filtered off and the solvent was removed by distillation. After drying in vacuo, 104.1 g of 3-(2,4-difluorophenyl)-propionic acid (98% of theory; melting point: 100-102° C.) were obtained.

Aufarbeitung

  1. temperaturethe mixture was cooled to room temperature
  2. filtrationthe palladium catalyst was filtered off
  3. customthe solvent was removed by distillation
  4. customAfter drying in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-a3ee7cc74cbf476d81e3da58a05df9d4
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07381832B2

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