Reaktion #90847

ord-f5e7bc175fbd42759b8032b4cebdc309

Reaktionsgleichung

O=C(O)[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C(=O)O
galactaric acid
Cc1ccc(S(=O)(=O)O)cc1
para-toluenesulfonic acid
→
CCCCCCCOC(=O)[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C(=O)OCCCCCCC
diheptyl galactarate

Edukte

O=C(O)[C@@H](O)[C@H](O)[C@H](O)[C@@H](O)C(=O)O
galactaric acid
Cc1ccc(S(=O)(=O)O)cc1
para-toluenesulfonic acid

Reagenzien

[CH3][Re](=[O])(=[O])=[O]
methyltrioxorhenium

Lösungsmittel

CCCCCCCO
1-heptanol

Reaktionsbedingungen

Temperatur
150°CELSIUS
Detaillierte Bedingungen
See reaction.notes.procedure_details.

Aufarbeitung

  1. 1
    Temperaturmaintaining the reactor temperature at 150° C.

Vorschrift

In one specific embodiment of the present disclosure, 20 ml of 1-heptanol, 1 mmol of galactaric acid, 0.05 mmol of methyltrioxorhenium catalyst, and 0.05 mmol of para-toluenesulfonic acid were poured into a 50 cc reactor. The temperature in the reactor was then raised to 150° C. and the reaction was performed for 12 hours, maintaining the reactor temperature at 150° C. to obtain diheptyl galactarate.

Quelle

DOI: 10.6084/m9.figshare.5104873.v1Patent: US09447012B2uspto-grants-2016_09