Methyl Isobutyl Ketone → Isobutyl ketone

HRID 1577945Notes

Reaction equation

HRID 1577945 reaction equation
[C:1]1(P(C2C=CC=CC=2)C2C=CC=CC=2)[CH:6]=CC=C[CH:2]=1.[H][H].[C]=O.[CH3:24][C:25]([CH2:27][CH:28]([CH3:30])[CH3:29])=[O:26]>[Co](Br)Br.C(O)(C)C.CC(C)=O.CN1CCCC1=O>[CH3:24][C:25]([CH2:27][CH2:28][CH2:30][CH2:1][CH3:2])=[O:26].[CH2:27]([C:25]([CH2:24][CH:1]([CH3:6])[CH3:2])=[O:26])[CH:28]([CH3:30])[CH3:29].[O:26]=[C:25]([CH:27]=[C:28]([CH3:30])[CH3:29])[CH3:24]

Participants

11

Reactant 4

HCID 7909Methyl Isobutyl KetoneHCID 11776TriphenylphosphineHCID 178418361HCID 178418361, compoundHCID 178418416HCID 178418416, compound

Product 3

HCID 7958Isobutyl ketoneHCID 80512-HeptanoneHCID 8858Mesityl oxide

Reagents, catalysts & solvents 4

HCID 24610Cobalt dibromideCatalystHCID 180AcetoneSolvent2×HCID 3776IsopropanolSolventHCID 13387N-methyl-2-pyrrolidoneSolvent

Procedure

10 g of acetone, 2 g of cobalt bromide (CoBr.6H2O), 2 g of triphenylphosphine and 5 g of N-methyl-2-pyrrolidone were added to a shaking-type, stainless steel autoclave having a net capacity of 100 ml, and a mixed gas of hydrogen and carbon monoxide (molar ratio of H2 /CO=1) were introduced thereto under a pressure of 180 kg/cm2 gage, and reaction was carried out at 250° C. for two hours. As a result, a selectivity to methylisobutylketone of 75% was obtained with an acetone conversion of 48.6% by mole. In addition, isopropanol, methylpentylketone, diisobutylketone, mesityl oxide, etc. were formed as by-products.

Workup

  1. customunder a pressure of 180 kg/cm2 gage, and reaction

Sources & evidence

ORD record
ord-4c7af55546f54e7583d29b9fd21272ff
Source dataset
uspto-grants-1981_09
Patent number
US04289911

Reaction notes

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