Calcium Hydroxide → 2-Methyl-3-[4-(2-methylbutan-2-yl)phenyl]propanal

HRID 1395217Notes

Reaction equation

HRID 1395217 reaction equation
[C:1]([C:6]1[CH:11]=[CH:10][C:9]([CH:12]=[C:13]([CH3:16])[CH:14]=[O:15])=[CH:8][CH:7]=1)([CH2:4][CH3:5])([CH3:3])[CH3:2].[OH-].[Ca+2].[OH-].[H][H]>[Pd]>[C:1]([C:6]1[CH:7]=[CH:8][C:9]([CH2:12][CH:13]([CH3:16])[CH:14]=[O:15])=[CH:10][CH:11]=1)([CH2:4][CH3:5])([CH3:2])[CH3:3]

Participants

5

Reactant 3

HCID 6093208Calcium HydroxideHCID 533951972-Methyl-3-[4-(2-methylbutan-2-yl)phenyl]prop-2-enalHCID 178418361HCID 178418361, compound

Product 1

HCID 2289892-Methyl-3-[4-(2-methylbutan-2-yl)phenyl]propanal

Reagents, catalysts & solvents 1

HCID 23938PalladiumCatalyst

Procedure

A mixture of 110 g of 3-(p-tert.amyl-phenyl)-2-methyl-acrolein, 4.75 g of 5% palladium/carbon and 0.390 g of calcium hydroxide is flushed with nitrogen and a solution of 7.6 ml of water in 285 ml of methanol is added. The mixture is hydrogenated at room temperature until 1 mol of hydrogen has been taken up. The catalyst is filtered the filtrate is evaporated and the residue is distilled. There is obtained pure 3-(p-tert.amyl-phenyl)-2-methyl-propionaldehyde of boiling point 109°-111° C./0.06 Torr.

Workup

  1. customis flushed with nitrogen
  2. additiona solution of 7.6 ml of water in 285 ml of methanol is added
  3. filtrationThe catalyst is filtered the filtrate
  4. customis evaporated
  5. distillationthe residue is distilled

Sources & evidence

ORD record
ord-a798922aba7e49b5824851f038142be7
Source dataset
uspto-grants-1980_05
Patent number
US04202894

Reaction notes

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