Cyclohexane → HCID 86739789, compound
Reaction equation
[CH3:1][C:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]=1.[CH3:8][CH2:9][CH2:10][CH:11]=[O:12].C1CCCCC1>O.C(Cl)(Cl)=O.[Rh]>[CH3:1][CH:2]1[CH2:7][CH2:6][CH2:5][CH2:4][CH:3]1[CH:11]=[O:12].[CH3:8][CH2:9][CH2:10][CH:11]=[O:12]Participants
5
Reactant 2
Product 1
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 145 °C
Procedure
100 g of limonenemonoaldehyde (4-methylcyclohex-3-ene-β-methylpropanal), 300 ml of cyclohexane and 0.1 g of dimeric rhodium carbonyl-chloride were introduced into a stainless steel autoclave of 700 ml capacity and were heated to 145° C. under water gas (CO/H2), while stirring. The pressure was kept between 200 and 220 bar by regularly forcing in more water gas. After 2 hours, the pressure remained constant. The autoclave was cooled and let down and the reaction mixture was separated into its components by thin film distillation. 75 g of limonenedialdehyde (4-methyl-3-formylcyclohexane-β-methylpropanal) were obtained at 150° C. under 0.05 mbar, corresponding to a selectivity of 75%.
Workup
- temperatureThe autoclave was cooled
- customthe reaction mixture was separated into its components by thin film distillation
Sources & evidence
- ORD record
- ord-e4650ecadc294dc9a8b0f6f9d6a54bc2
- Source dataset
- uspto-grants-1984_12
- Patent number
- US04487966
Reaction notes
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