1-Pentanol → Amyl oleate

HRID 1829957Notes

Reaction equation

HRID 1829957 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-a81f94ef2f664c7583f8206b6b274013
Source dataset
uspto-grants-2006_06
Patent number
US07064226B2

Reaction notes

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