Réaction #90211

ord-ac5a0278a69c441dbf19270139a5121e

Équation de réaction

O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2O
isosorbide
CCCCCCCC(=O)O
caprylic acid
→
CCCCCCCC(=O)O[C@H]1CO[C@H]2[C@@H]1OC[C@H]2OC(=O)CCCCCCC
Isosorbide Dicaprylate

Réactifs

O[C@@H]1CO[C@H]2[C@@H]1OC[C@@H]2O
isosorbide
CCCCCCCC(=O)O
caprylic acid

Réactifs

Aucun

Solvants

O
water

Conditions de réaction

Température
180°CELSIUS
Conditions détaillées
See reaction.notes.procedure_details.

Traitement

  1. 1
    workup.DISTILLATIONdistilled off (about 28 h)
  2. 2
    TempératureThe temperature was then gradually increased to 210° C. (altogether over about 30 h)
  3. 3
    AutreThis gives a clear red-brown solution

Mode opératoire

In a stirred 1 liter apparatus under a stream of nitrogen, 219.0 g (1.5 mol) of isosorbide and 461.4 g (3.2 mol) of caprylic acid are heated with stirring and under a stream of nitrogen to 180° C. The reaction mixture was heated at 180° C. until no more water of reaction distilled off (about 28 h). The temperature was then gradually increased to 210° C. (altogether over about 30 h). The reaction has ended when a residual acid value of <2 mg KOH/g is reached. This gives a clear red-brown solution.

Source

DOI: 10.6084/m9.figshare.5104873.v1Brevet: US09445595B2uspto-grants-2016_09