Methanol → alpha-Methylthio-alpha-(m-phenoxyphenyl)propionic acid

HRID 1660439

Reaktionsgleichung

Reaktionsgleichung von HRID 1660439
CO.[CH3:3][S:4][C:5]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:12]=1)([CH3:10])[C:6]([O:8]C)=[O:7].[OH-].[Na+]>O>[CH3:3][S:4][C:5]([C:11]1[CH:16]=[CH:15][CH:14]=[C:13]([O:17][C:18]2[CH:23]=[CH:22][CH:21]=[CH:20][CH:19]=2)[CH:12]=1)([CH3:10])[C:6]([OH:8])=[O:7]

Komponenten

5

Versuchsvorschrift

Methanol (4 ml) and 2 ml of water were added to 663 mg of methyl α-methylthio-α-(m-phenoxyphenyl)propionate, and then 300 mg of sodium hydroxide was added. The mixture was heated under reflux for 2 hours, diluted with 30 ml of water, and extracted with 10 ml of diethyl ether. The aqueous layer was acidified with about 1 ml of conc. hydrochloric acid, and extracted three times with 20 ml of diethyl ether. The organic layer was washed with 10 ml of water, and dried over anhydrous sodium sulfate. Concentration under reduced pressure gave 628 mg of α-methylthio-α-(m-phenoxyphenyl)propionic acid as an oil in a yield of 99%. This product crystallized on standing at room temperature. Recrystallization from hexane and carbon tetrachloride affored colorless crystals having a melting point of 87° to 88° C.

Aufarbeitung

  1. temperatureThe mixture was heated
  2. temperatureunder reflux for 2 hours
  3. extractionextracted with 10 ml of diethyl ether
  4. extractionextracted three times with 20 ml of diethyl ether
  5. washThe organic layer was washed with 10 ml of water
  6. dry with materialdried over anhydrous sodium sulfate
  7. concentrationConcentration under reduced pressure

Quellen und Nachweise

ORD-Eintrag
ord-3f3b1ac653064429bb8af8635797ad36
Quelldatensatz
uspto-grants-1981_12
Patentnummer
US04308208

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