Acetone → Mesityl oxide

HRID 2287256Notes

Reaction equation

HRID 2287256 reaction equation
[CH3:1][C:2]([CH3:4])=[O:3].[CH3:5][CH:6]([CH3:11])[CH2:7][C:8](=[O:10])[CH3:9]>C(O)(C)C>[CH3:5][CH:6]([CH2:7][C:8](=[O:10])[CH2:9][CH:2]([CH3:4])[CH3:1])[CH3:11].[CH3:5][C:6]([CH3:7])=[CH:1][C:2](=[O:3])[CH3:4]

Participants

5

Reactant 2

HCID 180Acetone2×HCID 7909Methyl Isobutyl Ketone

Product 2

HCID 7958Isobutyl ketoneHCID 8858Mesityl oxideYield 2%

Reagents, catalysts & solvents 1

HCID 3776IsopropanolSolvent

Procedure

Per hour, 1.5 liters of acetone were passed by the trickle method, i.e. from above, through this tubular reactor, which was at 150° C. and under a hydrogen pressure of 25 bar. This speed corresponds to a mean residence time of about 2 hours, within which an acetone conversion of 38% was achieved. The yield of 4-methylpentan-2-one, based on material converted, was 91%; in addition, 1% of isopropanol, 3% of the double-sided aldolization product 2,6-dimethylheptan-4-one and 2% of 4-methylpent-3-en-2-one were formed. Since the last-mentioned compound is an intermediate of 4-methylpentan-2-one and can be recycled to the synthesis reaction, in order to undergo hydrogenation, the yield of desired products totalled 92%. The conversion and yields were determined by gas chromatography.

Workup

  1. waitPer hour
  2. customwas at 150° C. and under a hydrogen
  3. customcorresponds to a mean residence time of about 2 hours, within which

Sources & evidence

ORD record
ord-b456bb9702354f7f85a829512bd3216c
Source dataset
uspto-grants-1981_05
Patent number
US04270006

Reaction notes

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