4-Phenylbutyric Acid → Cyclohexanebutanoic acid

HRID 569851

Reaktionsgleichung

Reaktionsgleichung von HRID 569851
[C:1]1([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[H][H]>C(O)(=O)C.[Pt]=O>[CH:1]1([CH2:7][CH2:8][CH2:9][C:10]([OH:12])=[O:11])[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1

Komponenten

5

Edukt 2

HCID 47754-Phenylbutyric AcidHCID 178418361HCID 178418361, Verbindung

Produkt 1

HCID 75200Cyclohexanebutanoic acidAusbeute 77 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 82844Platinum oxide (PtO)KatalysatorHCID 176Acetic AcidLösungsmittel

Versuchsvorschrift

4-Phenylbutanoic acid prepared as described in Example 21, Part A was dissolved in glacial acetic acid (25 ml). Platinum oxide (0.1 g) was added and the solution was hydrogenated in the Paar shaker at up to 55 p.s.i. until hydrogen uptake ceased (6.5 hours). The catalyst was removed by filtration and the acetic acid was removed in vacuo. The product crystallized and was recrystallized from Et2O (20 ml) to give title compound (1.18 g, 77%), m.p. 85°-88° C.

Aufarbeitung

  1. custom(6.5 hours)
  2. customThe catalyst was removed by filtration
  3. customthe acetic acid was removed in vacuo
  4. customThe product crystallized
  5. customwas recrystallized from Et2O (20 ml)

Quellen und Nachweise

ORD-Eintrag
ord-93607fa466f84e509841935ee64cadce
Quelldatensatz
uspto-grants-1988_03
Patentnummer
US04734426

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