3-Benzoylbenzoic acid → 3-Benzylbenzoic acid

HRID 133209

Reaktionsgleichung

Reaktionsgleichung von HRID 133209
[C:1]([C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([OH:14])=[O:13])(=O)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1>C(OCC)(=O)C.OS(O)(=O)=O.CCCCCC.[Pd]>[CH2:1]([C:9]1[CH:10]=[C:11]([CH:15]=[CH:16][CH:17]=1)[C:12]([OH:14])=[O:13])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Komponenten

6

Edukt 1

HCID 1013863-Benzoylbenzoic acid

Produkt 1

HCID 41245533-Benzylbenzoic acid

Reagenzien, Katalysatoren, Lösungsmittel 4

HCID 23938PalladiumKatalysatorHCID 1118Sulfuric AcidLösungsmittelHCID 8058HexaneLösungsmittelHCID 8857Ethyl AcetateLösungsmittel

Versuchsvorschrift

To a Parr bottle containing 3-benzoylbenzoic acid (0.044 moles) (Aldrich) in 150 mL of ethyl acetate and 4.5 mL of concentrated H2SO4 was added 10 grams of 5% Pd/C. The mixture was hydrogenated on a Parr apparatus under hydrogen (45 psi) overnight. The reaction mixture was then filtered through Hyflo, washing with ethyl acetate. The filterate was dried over Na2SO4, filtered and concentrated to give an oil. The oil was slurried in hexane and the resulting white solid was collected by filtration to afford 3-benzylbenzoic acid, which was used without further purification.

Aufarbeitung

  1. filtrationThe reaction mixture was then filtered through Hyflo
  2. washwashing with ethyl acetate
  3. dry with materialThe filterate was dried over Na2SO4
  4. filtrationfiltered
  5. concentrationconcentrated
  6. customto give an oil
  7. filtrationthe resulting white solid was collected by filtration

Quellen und Nachweise

ORD-Eintrag
ord-fda428b186d144ffa75ae62ff07f4ccb
Quelldatensatz
uspto-grants-2008_06
Patentnummer
US07390801B2

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