Hydrochloric Acid → Fenoprofen

HRID 614262

Reaktionsgleichung

Reaktionsgleichung von HRID 614262
O.Cl.CS[C:5]([C:10]1[CH:15]=[CH:14][CH:13]=[C:12]([O:16][C:17]2[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=2)[CH:11]=1)([CH3:9])[C:6]([OH:8])=[O:7]>[Zn].C(OCC)C>[O:16]([C:12]1[CH:11]=[C:10]([CH:5]([CH3:9])[C:6]([OH:8])=[O:7])[CH:15]=[CH:14][CH:13]=1)[C:17]1[CH:18]=[CH:19][CH:20]=[CH:21][CH:22]=1

Komponenten

6

Edukt 3

HCID 313Hydrochloric AcidHCID 962Water2×HCID 12917672alpha-Methylthio-alpha-(m-phenoxyphenyl)propionic acid

Produkt 1

HCID 3342FenoprofenAusbeute 100,3 %

Reagenzien, Katalysatoren, Lösungsmittel 2

HCID 23994ZincKatalysatorHCID 3283Diethyl EtherLösungsmittel

Versuchsvorschrift

Water (1.5 ml) and 1.5 ml of conc. hydrochloric acid were added to 432 mg of α-methylthio-α-(m-phenoxyphenyl)propionic acid, and then 300 mg of zinc powder was added. With stirring, the mixture was heated under reflux for 2.5 hours. Water (10 ml) and 30 ml of diethyl ether were added to the reaction mixture. The insoluble matter was separated by filtration. The filtrate was extracted three times with 80 ml of diethyl ether. The organic layer was washed with 10 ml of water, and dried over anhydrous sodium sulfate. The solvent was removed under reduced pressure to afford 364 mg of α-(m-phenoxyphenyl)propionic acid as an oil. The yield was 100%.

Aufarbeitung

  1. temperaturethe mixture was heated
  2. temperatureunder reflux for 2.5 hours
  3. customThe insoluble matter was separated by filtration
  4. extractionThe filtrate was extracted three times with 80 ml of diethyl ether
  5. washThe organic layer was washed with 10 ml of water
  6. dry with materialdried over anhydrous sodium sulfate
  7. customThe solvent was removed under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-5a24ba96578944a09c3c51a7b64bb78f
Quelldatensatz
uspto-grants-1979_03
Patentnummer
US04144248

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