Butanal → Butanal

HRID 489874Notes

Reaction equation

HRID 489874 reaction equation
[CH:1](=[O:5])[CH2:2][CH2:3][CH3:4].[CH2:6]([C:11](C)=[O:12])[CH2:7][CH2:8]CC>>[CH2:3]([CH:2]([CH2:11][CH2:6][CH2:7][CH3:8])[CH:1]=[O:5])[CH3:4].[CH:11](=[O:12])[CH2:6][CH2:7][CH3:8]

Participants

4

Reactant 2

HCID 261ButanalHCID 80512-Heptanone

Product 2

HCID 261ButanalHCID 312412-Ethylhexanal

Procedure

The processes according to the invention may be carried out by passing the aldehyde and ketone reactant mixture, and the aldol catalyst solution, through a stationary bed of pelleted or supported hydrogenation catalysts, enclosed in a tubular reactor. This is typical of continuous fixed-bed plug-flow reactor processes, where the reactants are continually consumed as they flow down the length of the reactor. However, as seen in Example 2 (Comparative), when this continuous plug-flow fixed-bed concept is applied to the cross-aldol condensation of acetone and n-butyraldehyde, the selectivity of n-butyraldehyde to methyl amyl ketone is very low, only 38%. The main-by-product, 2-ethylhexaldehyde, the result of the self-aldol condensation of n-butyraldehyde, cannot be easily separated from the methyl amyl ketone by distillation.

Workup

  1. customenclosed in a tubular reactor
  2. customThis is typical of continuous fixed-bed plug-flow reactor processes, where the reactants are continually consumed as they
  3. customis applied to the cross-aldol condensation of acetone and n-butyraldehyde

Sources & evidence

ORD record
ord-80ad2cf836a94048a19d0b8a9d3e81d3
Source dataset
uspto-grants-2005_12
Patent number
US06979751B2

Reaction notes

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