Reacción #55563

ord-52ae009c01cd4b96bb9603d8a5883f79

Ecuación de reacción

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
Rendimiento 88.2%

Reactantes

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

Reactivos

[Ni]
Raney-nickel

Disolventes

CCO
ethanol

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

  1. 1
    Lavadowashed with ethanol
  2. 2
    Otrois hydrogenated at room temperature under pressure
  3. 3
    OtroAfter absorption of the theoretical quantity of hydrogen the catalyzer
  4. 4
    Otrois separated by filtration
  5. 5
    Otrothe solvent evaporated in vacuo

Procedimiento

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.

Fuente

DOI: 10.6084/m9.figshare.5104873.v1Patente: US04220798uspto-grants-1980_09