Réaction #1381627

ord-ddecc81dca0e455d8001062829ecfc78

Équation de réaction

OC[C@@H](O)[C@@H](O)CO
Erythritol
CCCCCCCC/C=C\CCCCCCCC(=O)OC
methyl oleate
→
CCCCCCCC/C=C\CCCCCCCC(=O)OC[C@H](OC(=O)CCCCCCC/C=C\CCCCCCCC)[C@@H](COC(=O)CCCCCCC/C=C\CCCCCCCC)OC(=O)CCCCCCC/C=C\CCCCCCCC
Erythritol tetraoleate

Réactifs

OC[C@@H](O)[C@@H](O)CO
Erythritol
CCCCCCCC/C=C\CCCCCCCC(=O)OC
methyl oleate
—
tetraoleate

Réactifs

C[O-].[Na+]
sodium methoxide

Solvants

—
petroleum ether

Conditions de réaction

Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    Autrecrystallized three times from several volumes of acetone at 1° C.

Mode opératoire

Erythritol and a five-fold molar excess of methyl oleate are heated at 180° C. under vacuum, with agitation, in the presence of sodium methoxide catalyst over two reaction periods of several hours each. The reaction product (predominately erytiritol tetraoleate) is refined in petroleum ether and crystallized three times from several volumes of acetone at 1° C.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US07241468B2uspto-grants-2007_07