Reaktion #55563

ord-52ae009c01cd4b96bb9603d8a5883f79

Reaktionsgleichung

COC(=O)CCCCCC[C@H]1C2OCCOC2C[C@@H]1C=CC(=O)CCC=C(C)C
9-ethylenedioxy-15-keto-19-methyl-prost-13,18-dienoic acid, methyl ester
→
COC(=O)CCCCCC[C@H]1C2OCCOC2C[C@@H]1CCC(=O)CCC=C(C)C
9-ethylenedioxy-15-keto-19-methyl-prost-18-enoic acid, methyl ester
Ausbeute 88.2%

Edukte

COC(=O)CCCCCC[C@H]1C2OCCOC2C[C@@H]1C=CC(=O)CCC=C(C)C
9-ethylenedioxy-15-keto-19-methyl-prost-13,18-dienoic acid, methyl ester

Reagenzien

[Ni]
Raney-nickel

Lösungsmittel

CCO
ethanol

Reaktionsbedingungen

Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Waschenwashed with ethanol
  2. 2
    Sonstigeis hydrogenated at room temperature under pressure
  3. 3
    SonstigeAfter absorption of the theoretical quantity of hydrogen the catalyzer
  4. 4
    Sonstigeis separated by filtration
  5. 5
    Sonstigethe solvent evaporated in vacuo

Vorschrift

To the solution of 4.4 g of 9-ethylenedioxy-15-keto-19-methyl-prost-13,18-dienoic acid, methyl ester, in ethanol (60 ml.) are added 0.8 g of Raney-nickel washed with ethanol and the mixture is hydrogenated at room temperature under pressure. After absorption of the theoretical quantity of hydrogen the catalyzer is separated by filtration and the solvent evaporated in vacuo, to yield 3.9 g of 9-ethylenedioxy-15-keto-19-methyl-prost-18-enoic acid, methyl ester.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US04220798uspto-grants-1980_09