Butanal → 2-Ethylhex-2-Enal
Reaction equation
[CH:1](=[O:5])[CH2:2][CH2:3][CH3:4]>C(O)CCC>[CH2:3]([C:2](=[CH:1][CH2:2][CH2:3][CH3:4])[CH:1]=[O:5])[CH3:4]Participants
3
Reactant 1
Product 1
Reagents, catalysts & solvents 1
Procedure
The experiment in this example was carried out as described in Example 7 except that the first catalyst charged to the reactor was 5.02 g (6.8 mL) charge of Catalyst D; the reaction time was two hours. These results correspond to 94% butanol conversion and 57.3% conversion of theoretical butyraldehyde. Selectivities based on molar conversion of butyraldehyde: 5.6% selectivity to butylbutyrate, 54.8% selectivity to oxygenated 2-EH products and 7.0% selectivity to dehydrated 2-EH products. This example demonstrates that the Catalyst A forms only a slight amount of ester while generating butyraldehyde which undergoes aldol self-condensation over Catalyst D to form primarily 2-ethyl-2-hex-enal along with other 2-EH related compounds.
Workup
- additioncharged to the reactor
- custom5.6% selectivity to butylbutyrate, 54.8% selectivity to oxygenated 2-EH products and 7.0% selectivity to dehydrated 2-EH products
- customaldol self-condensation over Catalyst D
Sources & evidence
- ORD record
- ord-c058ca8cb7744b4285a85e2a95a7e6f0
- Source dataset
- uspto-grants-2014_08
- Patent number
- US08809594B2
Reaction notes
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