Реакция #55563

ord-52ae009c01cd4b96bb9603d8a5883f79

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 88.2%

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

[Ni]
Raney-nickel

Растворители

CCO
ethanol

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    Промывкаwashed with ethanol
  2. 2
    Другоеis hydrogenated at room temperature under pressure
  3. 3
    ДругоеAfter absorption of the theoretical quantity of hydrogen the catalyzer
  4. 4
    Другоеis separated by filtration
  5. 5
    Другоеthe solvent evaporated in vacuo

Методика

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.

Источник

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