1-Pentanol → Amyl oleate

HRID 13733

Reaction equation

HRID 13733 reaction equation
[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].[CH2:23](O)[CH2:24][CH2:25]CC>CCOCC>[C:1]([O:20][CH2:21][CH2:22][CH2:23][CH2:24][CH3:25])(=[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 62761-PentanolHCID 5363269Ethyl Oleate

Product 1

HCID 5354230Amyl oleateYield 91%

Reagents, catalysts & solvents 1

HCID 3283Diethyl EtherSolvent

Procedure

A mixture containing Catalyst A or B (0.05 g) and ethyl oleate (1.55 g, 5 mmol) and pentanol (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 pentyl oleate as an oil (1.6 g, 91% yield).

Workup

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

Sources & evidence

ORD record
ord-c891a9a360914f4b89c8c19dfb2ab01a
Source dataset
uspto-grants-2010_06
Patent number
US07728159B2

Linked notes

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