Acetone → HCID 19862979, compound

HRID 1165354Notes

Reaction equation

HRID 1165354 reaction equation
[CH3:1][C:2]([CH3:4])=[O:3].[C:5]([O:9][C:10]1[CH:17]=[CH:16][C:13]([CH:14]=O)=[CH:12][CH:11]=1)([CH3:8])([CH3:7])[CH3:6].C.[H][H]>[O-2].[Zn+2].[Pd]>[C:5]([O:9][C:10]1[CH:17]=[CH:16][C:13]([CH2:14][CH2:1][C:2](=[O:3])[CH3:4])=[CH:12][CH:11]=1)([CH3:8])([CH3:7])[CH3:6]

Participants

7

Reactant 4

HCID 180AcetoneHCID 297MethaneHCID 93774p-tert-ButoxybenzaldehydeHCID 178418361HCID 178418361, compound

Product 1

HCID 19862979HCID 19862979, compoundYield 43.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 3007857Zinc OxideCatalyst

Procedure

58 g (1 mole) of acetone and 36 g (0.2 mole) of p-tert.-butoxy-benzaldehyde are introduced into a 300 ml stirred autoclave, 5 g of zinc oxide and 1 g of 1% strength palladium on active charcoal are added and the mixture is heated to 160° C., with vigorous stirring, under 20 bar hydrogen pressure. After a reaction time of 2 hours, the reaction mixture is cooled, freed from catalyst by filtration, and subjected to fractional distillation. 19 g of 1-(4-tert.-butoxy-phenyl)-butan-3-one (yield: 43%) are obtained.

Workup

  1. additionare added
  2. temperatureAfter a reaction time of 2 hours, the reaction mixture is cooled
  3. filtrationfreed from catalyst by filtration
  4. distillationsubjected to fractional distillation

Sources & evidence

ORD record
ord-6c272171876745cf8b5ed0589fc1960c
Source dataset
uspto-grants-1990_03
Patent number
US04908481

Reaction notes

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