Heptanal → 1-Hexene
Reaction equation
[H][H].[C]=O.[CH3:5][CH:6]=[CH:7][CH2:8][CH2:9][CH3:10].[CH:11](=O)[CH2:12][CH2:13][CH2:14][CH2:15][CH2:16]C>[Rh].O>[CH3:5][CH:6]=[CH:7][CH2:8][CH2:9][CH3:10].[CH2:11]=[CH:12][CH2:13][CH2:14][CH2:15][CH3:16]Participants
Reactant 4
Product 2
Reagents, catalysts & solvents 2
Conditions
- Temperature
- 100 °C
Procedure
20 parts by volume of the rhodium catalyst solution prepared as described in Example B are mixed with 800 parts by volume of polyethylene glycol 400 having a water content of 2% and are introduced into an autoclave whose gas space is then filled with an equimolar mixture of hydrogen and carbon monoxide under a total pressure of 80 bar. The solution is heated while stirring to 100° C., this temperature is held for another three hours while continuing to stir and while maintaining the pressure of 80 bar and 800 parts by volume of 2-hexene are then added while maintaining these reaction conditions, the reaction mixture is stirred for another two hours at 100° C. and 80 bar and, after cooling and venting the autoclave, the reaction mixture obtained is transferred to a phase separator in which the aldehyde phase having a heptanal content of 96% is separated off. As a result of the partial isomerization of 2-hexene to 1-hexene, this gives a mixture of 1-heptanal and 2-heptanal in a mixing ratio of 0.83. The yield of heptanal mixture is 96% of theory.
Workup
- additionare introduced into an autoclave whose gas space
- temperatureThe solution is heated
- stirringto stir
- additionare then added
- temperaturewhile maintaining
- customthese reaction conditions
- stirringthe reaction mixture is stirred for another two hours at 100° C.
- temperature80 bar and, after cooling
- customthe reaction mixture obtained
- customis separated off
Sources & evidence
- ORD record
- ord-ac061a026fcb412383864096931b5cfb
- Source dataset
- uspto-grants-2001_05
- Patent number
- US06225508B1
Reaction notes
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