Reaction #1483084

ord-7627951fe9bd44559f226482521dc472

Reaction equation

CCCCCCCC/C=C\CCCCCCCC(=O)Cl
Oleoyl chloride
OCC(F)(F)F
2,2,2-trifluoroethanol
Cl
HCl
CCCCCCCC/C=C\CCCCCCCC(=O)OCC(F)(F)F
2,2,2-trifluoroethyl oleate
Yield 96.1%

Conditions

Detailed conditions
See reaction.notes.procedure_details.

Workup

  1. 1
    Otherexcess trifluoroethanol is removed in vacuo
  2. 2
    workup.DISTILLATIONVacuum distillation of the residue

Procedure

Oleoyl chloride (75 g, 250 mmol) is heated at reflux with 2,2,2-trifluoroethanol (60 g, 600 mmol) for 16 hrs. After the evolution of HCl ceased, excess trifluoroethanol is removed in vacuo. Vacuum distillation of the residue afforded 87.6 g of 2,2,2-trifluoroethyl oleate as colorless liquid, by 150°/0.3.

Source

DOI: 10.6084/m9.figshare.5104873.v1Patent: US08900621B2uspto-grants-2014_12