Butanal → 2-Heptanone

HRID 1792239Notes

Reaction equation

HRID 1792239 reaction equation
[CH2:1]([CH:3]([CH2:6][CH2:7][CH2:8][CH3:9])[CH:4]=[O:5])[CH3:2].[CH:10](=[O:14])[CH2:11][CH2:12][CH3:13].[CH2:15]([C:17]([CH3:19])=[O:18])[CH3:16]>C(C(C)=O)C(C)C>[CH2:3]([C:4]([CH3:10])=[O:5])[CH2:6][CH2:7][CH2:8][CH3:9].[CH:16](=[CH:15][C:17](=[O:18])[CH3:19])[CH2:2][CH2:1][CH3:3].[CH2:11]([C:10]([CH2:2][CH2:1][CH3:3])=[O:14])[CH2:12][CH3:13].[CH3:10][CH2:11][C:4](=[O:5])[CH2:3][CH2:6][CH2:7][CH2:8][CH3:9]

Participants

8

Reactant 3

HCID 261ButanalHCID 6569Methyl Ethyl KetoneHCID 312412-Ethylhexanal

Product 4

HCID 80512-HeptanoneHCID 142433-Hepten-2-oneHCID 312464-HeptanoneHCID 2467283-Octanone

Reagents, catalysts & solvents 1

HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

U.S. Pat. No. 2,088,018 describes the preparation of secondary alcohols by simple aldol condensation of aldehydes, namely 2-ethylhexaldehyde and butyraldehyde, onto ketones, namely methyl ethyl ketone, methyl amyl ketone, methyl isobutyl ketone, butylideneacetone, dipropyl ketone and methylheptanone, and the subsequent hydrogenation of the condensation products to give the saturated secondary alcohol. The aldol condensation of 2-ethylhexaldehyde onto methyl ethyl ketone and the hydrogenation of the condensation product to give 6-ethyl-3-decanol, and the subsequent sulfation thereof is described, inter alia. The use of the sulfate as surfactant is not mentioned.

Sources & evidence

ORD record
ord-74e87f9a12ac48378338e6e65b39ebfc
Source dataset
uspto-grants-2006_07
Patent number
US07074972B2

Reaction notes

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