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1-Pentanol → Amyl oleate

HRID 13733
Notes
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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]
ParticipantsProcedureWorkupSources & evidenceReaction notes

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

temperature
was refluxed
  • additionwas added
  • filtrationthe catalyst was filtered off
  • concentrationconcentrated
  • Sources & evidence

    ORD record
    ord-c891a9a360914f4b89c8c19dfb2ab01a
    Source dataset
    uspto-grants-2010_06
    DOI
    10.6084/m9.figshare.5104873.v1
    Patent number
    US07728159B2

    Reaction notes

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    On this pageParticipantsProcedureWorkupSources & evidenceReaction notes