2-Undecen-1-ol → Methyl Oleate

HRID 1945262Notes

Reaction equation

HRID 1945262 reaction equation
[CH2:1](O)[CH:2]=[CH:3][CH2:4][CH2:5][CH2:6][CH2:7]CCCC.O[CH2:14][CH:15]=[CH:16][CH2:17][CH2:18][CH2:19][CH2:20][CH2:21][CH2:22][CH2:23][C:24]([O:26][CH3:27])=[O:25]>>[C:24]([O:26][CH3:27])(=[O:25])[CH2:23][CH2:22][CH2:21][CH2:20][CH2:19][CH2:18][CH2:17]/[CH:16]=[CH:15]\[CH2:14][CH2:1][CH2:2][CH2:3][CH2:4][CH2:5][CH2:6][CH3:7].[C:24]([OH:26])([OH:25])=[CH:23][CH2:22][CH3:21]

Participants

4

Reactant 2

HCID 619682-Undecen-1-olHCID 85445066Methyl 11-hydroxy-9-undecenoate

Product 2

HCID 5364509Methyl OleateHCID 12429743But-1-ene-1,1-diol

Procedure

Isomerization of a mixture of 2-undecen-1-ol and methyl 11-hydroxy-9-undecenoate: The mixture was obtained by means of cross-metathesis of methyl oleate and butenediol. After removal of the solvent on a rotary evaporator, where necessary, a reagent forming protective groups was added, without further working-up steps and without addition or removal of components, and the reaction was carried out further as described under “Isomerization of trans-2-undecen-1-ol”.

Sources & evidence

ORD record
ord-4b0826afd00b4fda9c7b09c2cbaff607
Source dataset
uspto-grants-2013_03
Patent number
US08394996B2

Reaction notes

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