Acetone → Isobutyl ketone

HRID 246897

Reaction equation

HRID 246897 reaction equation
[CH3:1][C:2]([CH3:4])=O.[H][H].[CH3:7][CH:8]([CH2:10][CH:11]([OH:13])[CH3:12])[CH3:9].O=C(C=C(C)C)C>CC(CC(C)=O)C.C(O)(C)C>[CH2:10]([C:11]([CH2:12][CH:2]([CH3:4])[CH3:1])=[O:13])[CH:8]([CH3:9])[CH3:7]

Participants

7

Reactant 4

HCID 180AcetoneHCID 79104-Methyl-2-PentanolHCID 8858Mesityl oxideHCID 178418361HCID 178418361, compound

Product 1

HCID 7958Isobutyl ketone

Reagents, catalysts & solvents 2

HCID 3776IsopropanolSolvent2×HCID 7909Methyl Isobutyl KetoneSolvent

Procedure

As demonstrated by entries 4 and 5 in Table 1, at about 130° C., the conversion of the three-carbon feedstock starting from acetone and hydrogen is 16.4% and from isopropanol is 8.6%. Isopropanol becomes the major reaction product, while MIBC predominates over MIBK in the aldol product. Small amounts of mesityl oxide are also seen, however, no diisobutylketone is formed. Thus, 130° C. favors secondary alcohols over ketones and the conversion of three-carbon feedstock to aldol products is poor.

Workup

  1. customAs demonstrated by entries 4 and 5 in Table 1, at about 130° C.

Sources & evidence

ORD record
ord-6a1abf74018348e89a296be3483a4898
Source dataset
uspto-grants-1987_11
Patent number
US04704480

Linked notes

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