Oxygen → Ketoprofen

HRID 2108242

Reaktionsgleichung

Reaktionsgleichung von HRID 2108242
[O:1]=O.[C:3]1([C:9]([C:11]2[CH:12]=[C:13]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])[CH:14]=[CH:15][CH:16]=2)=C)[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1>C1C=C2C(C=C(C([O-])=O)C=C2)=CC=1.C1C=C2C(C=C(C([O-])=O)C=C2)=CC=1.[Co+2].C(O)(=O)C>[C:9]([C:11]1[CH:12]=[C:13]([CH:17]([CH3:21])[C:18]([OH:20])=[O:19])[CH:14]=[CH:15][CH:16]=1)(=[O:1])[C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][CH:4]=1

Komponenten

5

Edukt 2

HCID 977OxygenHCID 14750257alpha-(3-(1-Phenylethenyl)phenyl)propionic acid

Produkt 1

HCID 3825Ketoprofen

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 176Acetic AcidLösungsmittelHCID 14048876Cobaltous 2-naphthenic acidLösungsmittel

Versuchsvorschrift

To a 300 ml reaction vessel with a stirrer were fed 15 g of α-(3-(1-phenylethenyl)phenyl)propionic acid obtained in Example 2, 0.03 g of cobalt naphthenate and 100 ml of acetic acid as a solvent and 150 ml/min of pure oxygen was fed into the vessel for 16 hours at a reaction temperature of 120° C. After the reaction, the solvent was removed by reduced-pressure distillation to obtain a solid substance. The solid substance was washed five times with 500 ml of water and it was dissolved in 500 ml of ether and washed three times again with water. After that, the ether was removed by reduced-pressure distillation and the product was finally recrystallized with benzene/petroleum ether mixture to obtain 9.8 g of α-(3-benzoylphenyl)propionic acid (ketoprofen). The properties such as melting point and the spectrum of the final product were the same as those of an authentic sample.

Aufarbeitung

  1. customTo a 300 ml reaction vessel with a stirrer
  2. customAfter the reaction
  3. customthe solvent was removed by reduced-pressure distillation
  4. customto obtain a solid substance
  5. washThe solid substance was washed five times with 500 ml of water and it
  6. dissolutionwas dissolved in 500 ml of ether
  7. washwashed three times again with water
  8. customAfter that, the ether was removed by reduced-pressure distillation
  9. customthe product was finally recrystallized with benzene/petroleum ether mixture

Quellen und Nachweise

ORD-Eintrag
ord-03bbe13e7dd84d62ab1d95dddc0b61d1
Quelldatensatz
uspto-grants-1990_06
Patentnummer
US04937375

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