Methanol → 2,5-Undecadien-1-ol, (2Z,5Z)-
Reaction equation
[CH3:1][OH:2].[CH2:3]1[CH2:8][CH2:7][CH2:6][CH2:5][CH2:4]1>[Pd]>[CH2:1]([OH:2])/[CH:8]=[CH:3]\[CH2:4]/[CH:5]=[CH:3]\[CH2:8][CH2:7][CH2:6][CH2:5][CH3:4]Participants
4
Reactant 2
Product 1
Reagents, catalysts & solvents 1
Procedure
6.2 G (37.8 mmole) of the carbinol obtained as indicated under letter i. above, dissolved in 50 ml of cyclohexane, were hydrogenated at atmospheric pressure in the presence of 120 mg of Lindlar type palladium catalyst. After filtration and evaporation, the obtained residue was chromatographed on a silica column, using as eluting agent a mixture of 1 to 10% ethyl acetate in cyclohexane, to give 5.9 g (yield: 95%) of undeca-2Z,5Z-dienol.
Workup
- filtrationAfter filtration and evaporation
- customthe obtained residue was chromatographed on a silica column
- washas eluting agent
- additiona mixture of 1 to 10% ethyl acetate in cyclohexane
Sources & evidence
- ORD record
- ord-229acd8452ee4a1abbba2eefc2915cad
- Source dataset
- uspto-grants-1994_04
- Patent number
- US05300716
Reaction notes
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