Реакция #55564

ord-7d907e6878924a7da34726ff2949ae5b

Уравнение реакции

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
Выход 94.0%

Реактанты

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

Реагенты

[Pd]
Pd/C

Растворители

CCOC(C)=O
ethyl acetate

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

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

Методика

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.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US04220798uspto-grants-1980_09