1-Hexene → 8Z-Tridecenyl acetate

HRID 879049Notes

Reaction equation

HRID 879049 reaction equation
[CH2:1]=[CH:2][CH2:3][CH2:4]CC.[C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17][CH:18]=[CH2:19])(=[O:9])[CH3:8]>>[C:7]([O:10][CH2:11][CH2:12][CH2:13][CH2:14][CH2:15][CH2:16][CH2:17]/[CH:18]=[CH:19]\[CH2:1][CH2:2][CH2:3][CH3:4])(=[O:9])[CH3:8]

Participants

3

Reactant 2

HCID 115971-HexeneHCID 15673852Non-8-enyl acetate

Product 1

HCID 100145388Z-Tridecenyl acetate

Procedure

Reactions between 1-hexene and 8-nonenyl acetate were conducted using methods analogous to those described above using to form the pheromone derivative 17. When catalyzed by Ruthenium complex 1, the reaction proceeded in good yield (67%) with high Z-selectivity (91%) at a low catalyst loading (0.5 mol %).

Workup

  1. customto form the pheromone derivative 17
  2. customin good yield (67%) with high Z-selectivity (91%) at a low catalyst loading (0.5 mol %)

Sources & evidence

ORD record
ord-d311f3ee92db431b8a0eb371d8b2f2af
Source dataset
uspto-grants-2015_03
Patent number
US08987531B2

Reaction notes

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