HCID 20165433, compound → 2-Methoxynonane
Reaction equation
[CH3:1][O:2][CH:3]1[CH2:10][CH:9]([CH3:11])[CH:8]2C[CH:4]1[C:5](C)=[CH:6][CH2:7]2.[H][H]>C(O)C.[Pd]>[CH3:1][O:2][CH:3]([CH2:4][CH2:5][CH2:6][CH2:7][CH2:8][CH2:9][CH3:11])[CH3:10]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
To a solution of 1 g (5.6 mmol) of 4,8-dimethylbicyclo[3.3.1]nona-7-en-2-yl methyl ether [IB] in 10 ml of ethanol was added 0.1 g of 5% of Pd/C and the resulting mixture was heated with stirring at a hydrogen pressure of 20 atm and a reaction temperature of 70° C. for 6 hours. After cooling, the Pd/C was filtered off and the ethanol was distilled off under reduced pressure. The residue was subjected to column chromatography and eluate with toluene gave 0.95 g of the title compound, which had a camphor-like smell.
Workup
- temperaturethe resulting mixture was heated
- temperatureAfter cooling
- filtrationthe Pd/C was filtered off
- distillationthe ethanol was distilled off under reduced pressure
Sources & evidence
- ORD record
- ord-7aa791a10ffb468b9abbd7e28b62249a
- Source dataset
- uspto-grants-1987_10
- Patent number
- US04700008
Reaction notes
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