تفاعل #54947

ord-aaf5a42a752744d18f4fe815940c0b84

المذيبات

ظروف التفاعل

الظروف التفصيلية
See reaction.notes.procedure_details.

المعالجة

  1. 1
    أخرىThe catalyst was removed by filtration
  2. 2
    أخرىthe filtrate rotary evaporated to a crystalline solid
  3. 3
    workup.DISSOLUTIONThe solid was dissolved in chloroform
  4. 4
    تجفيفAfter drying over anhydrous sodium sulphate the solvent
  5. 5
    أخرىwas removed by rotary evaporation
  6. 6
    أخرىto yield an oil
  7. 7
    أخرىChromatography on a silicic acid column (Bio Sil A) with chloroform as eluant was effective in purification of the product, 3-[3-hydroxy-5-oxo-2-(3-oxo-octan-1-yl)cyclopent-1-enyl]propanoic acid

الإجراء التجريبي

3-[3-Hydroxy-5-oxo-2-(3-oxo-oct-1-enyl)cyclopent-1-enyl]propanoic acid (1.0 g.) was dissolved in absolute ethanol (50 ml.) and triethylamine (5 ml.) and hydrogenated over a Raney Nickel W2 catalyst at room temperature for 80 minutes. The catalyst was removed by filtration and the filtrate rotary evaporated to a crystalline solid. The solid was dissolved in chloroform and shaken with 1 M hydrochloric acid and then with brine. After drying over anhydrous sodium sulphate the solvent was removed by rotary evaporation to yield an oil. Chromatography on a silicic acid column (Bio Sil A) with chloroform as eluant was effective in purification of the product, 3-[3-hydroxy-5-oxo-2-(3-oxo-octan-1-yl)cyclopent-1-enyl]propanoic acid.

المصدر

DOI: 10.6084/m9.figshare.5104873.v1براءة الاختراع: US04151199uspto-grants-1979_04