Cyclohexene, 2-butyl-1,3,3-trimethyl- → 2-Butyl-1,1,3-trimethylcyclohexane
Reaction equation
[H][H].[CH3:3][C:4]1[CH2:9][CH2:8][CH2:7][C:6]([CH3:11])([CH3:10])[C:5]=1[CH2:12][CH2:13][CH2:14][CH3:15]>CO.[Pd]>[CH3:3][CH:4]1[CH2:9][CH2:8][CH2:7][C:6]([CH3:10])([CH3:11])[CH:5]1[CH2:12][CH2:13][CH2:14][CH3:15]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Procedure
18 g Of the mixture of alkenes obtained by dehydration of dihydro-β-ionol as described in example 1 was dissolved in 150 ml of methanol and hydrogenated at atmospheric pressure using 0.5 g of a catalyst consisting of 5% Palladium on charcoal. Hydrogenation was stopped when the uptake of hydrogen markedly slowed down. A 1:1 mixture of 1,3,3-trimethyl-2-(but-1-yl)-cyclohex-1-ene and 1,3,3-trimethyl-2-(but-1-yl)-cyclohexane was obtained. This mixture was oxidized with tert.butyl chromate as described in example 1, yielding a mixture of the title compound and 1,3,3-trimethyl-2-(but-1-yl)-cyclohexane. The mixture was fractionated yielding 6.75 g of the title compound boiling at 90°-92° C. (4 Torr).
Sources & evidence
- ORD record
- ord-27704368cc494bf0bd5e4e13f6fba948
- Source dataset
- uspto-grants-1981_01
- Patent number
- US04246292
Reaction notes
Loading…