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

HRID 362815

Reaktionsgleichung

Reaktionsgleichung von HRID 362815
[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]>C(O)C.O.[Pt]=O>[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 99,7 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 86587499Platinum oxide monohydrateKatalysatorHCID 702EthanolLösungsmittel

Versuchsvorschrift

A mixture of 2,4-difluorocinnamic acid (30.0 g, 0.16 mol, Aldrich ) and platinum oxide hydrate (0.5 g, EM Scientific) in 95% ethanol (140 mL) was placed on a Parr hydrogenation apparatus. After the appropriate amount of hydrogen was taken up, the catalyst was filtered and the filtrate was concentrated in vacuo to give 29.7 g (98%) of 3-(2,4-difluorophenyl)propanoic acid as a white solid. Recrystallization of 1.0 g from acetonitrile: water mixtures gave 0.61 g of 3-(2,4-difluorophenyl)propanoic acid as a white solid: mp 104°-106° C.; NMR (DMSO-d6); d 12.2 (br, 1H), 6.98-7.40 (m, 3H), 2.81 (t, 2H), 2.51 (t, 2H).

Aufarbeitung

  1. filtrationthe catalyst was filtered
  2. concentrationthe filtrate was concentrated in vacuo

Quellen und Nachweise

ORD-Eintrag
ord-5ef605e631614b529842b5ea5373b4aa
Quelldatensatz
uspto-grants-1999_02
Patentnummer
US05872118

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