Reacción #55564

ord-7d907e6878924a7da34726ff2949ae5b

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 94.0%

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

[Pd]
Pd/C

Disolventes

CCOC(C)=O
ethyl acetate

Condiciones de reacción

Condiciones detalladas
See reaction.notes.procedure_details.

Tratamiento posterior

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

Procedimiento

To the solution of 3.6 g of 9-ethylenedioxy-15-keto-19-methyl-prost-13,18-dienoic acid, methyl ester, in ethyl acetate (100 ml.) 0.18 g of Pd/C (5%) are added 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 3.4 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