Реакция #90846

ord-e4d92eb81e1047428d952ffc9a9ab295

Уравнение реакции

O=C(O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(=O)O
glucaric acid
O=C(O)[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C(=O)O
galactaric acid
→
O=C(O)CCCCC(=O)O
adipic acid

Реактанты

O=C(O)[C@@H](O)[C@@H](O)[C@H](O)[C@@H](O)C(=O)O
glucaric acid
O=C(O)[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C(=O)O
galactaric acid

Реагенты

[Re]
rhenium

Условия реакции

Подробные условия
See reaction.notes.procedure_details.

Обработка

  1. 1
    workup.ADDITIONare added to the reaction solvent
  2. 2
    Другоеreacted together at a proper temperature for a proper reaction time
  3. 3
    Другоеseparated
  4. 4
    Другоеpurified with a conventional method (e.g., purification with silica column)

Методика

Further, as described above, the starting material (glucaric acid or galactaric acid), rhenium catalyst, and acid catalyst are added to the reaction solvent, and reacted together at a proper temperature for a proper reaction time, then separated and purified with a conventional method (e.g., purification with silica column) to obtain glucaric acid ester or galactaric acid ester as an intermediate of adipic acid. In one embodiment, the reaction temperature ranges from 100 to 200° C., and the reaction time is 12 to 24 hours.

Источник

DOI: 10.6084/m9.figshare.5104873.v1Патент: US09447012B2uspto-grants-2016_09