Cycloheptanol, 2,2,7,7-tetramethyl-1-(2-propenyl)- → HCID 13782557, compound
Reaction equation
[CH2:1]([C:4]1([OH:15])[C:10]([CH3:12])([CH3:11])[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1([CH3:14])[CH3:13])[CH:2]=[CH2:3]>[Pd].CCCCCC>[CH2:1]([C:4]1([OH:15])[C:10]([CH3:12])([CH3:11])[CH2:9][CH2:8][CH2:7][CH2:6][C:5]1([CH3:14])[CH3:13])[CH2:2][CH3:3]Participants
Reactant 1
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 50 °C
Procedure
1-Allyl-2,2,7,7-tetramethylcycloheptan-1-ol (15.00 g, 0.09 moles), 5 wt % Pd/C (1.00g, 0.33 wt % Pd) and n-hexane (20 ml) were added to an autoclave. The air in the autoclave was replaced by nitrogen, followed by applying to a H2 pressure of 50 atm and heating the autoclave to 50° C. under stirring. The reaction was determined as completed at the time when the gas absorption was stopped. It required about 2 hours in this case. The autoclave was cooled down to room temperature and returned to a normal pressure, after which the content was withdrawn. The content was concentrated and subjected to fractionation to obtain 11.90 g (yield 77.6%) of the captioned compound. This compound was a colorless transparent liquid having a woody, earthy and patchuli oil-like odor.
Workup
- customthe gas absorption
- customabout 2 hours
- temperatureThe autoclave was cooled down to room temperature
- customafter which the content was withdrawn
- concentrationThe content was concentrated
Sources & evidence
- ORD record
- ord-74c9e1e5c3bc4558809f7177cd877db9
- Source dataset
- uspto-grants-1986_12
- Patent number
- US04631147
Reaction notes
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