Ethanol → Ethyl Oleate

HRID 13731

Reaction equation

HRID 13731 reaction equation
[C:1]([OH:20])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18].[CH2:21](O)[CH3:22]>CCOCC>[C:1]([O:20][CH2:21][CH3:22])(=[O:19])[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH2:7][CH2:8]/[CH:9]=[CH:10]\[CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH3:18]

Participants

4

Reactant 2

HCID 702EthanolHCID 445639Oleic Acid

Product 1

HCID 5363269Ethyl OleateYield 90%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture containing Catalyst A (0.05 g) and oleic acid (1.41 g, 5 mmol) and ethanol (10 ml) was refluxed with stirring for 40 h. On cooling ether (30 ml) was added and the catalyst was filtered off. The organic washings were combined and concentrated to give ethyl oleate as an oil (1.39 g, 90% yield).

Workup

  1. temperaturewas refluxed
  2. additionwas added
  3. filtrationthe catalyst was filtered off
  4. concentrationconcentrated

Sources & evidence

ORD record
ord-14f3f913e77e48958a13bba1bf02362b
Source dataset
uspto-grants-2010_06
Patent number
US07728159B2

Linked notes

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