HCID 57429416, compound → HCID 57429415, compound

HRID 2369781Notes

Reaction equation

HRID 2369781 reaction equation
[CH:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH:6]([CH:10]([CH3:15])[C:11](=[CH2:14])[CH:12]=[O:13])[CH2:5]1)([CH3:3])[CH3:2]>CO.[Pd]>[CH:1]([CH:4]1[CH2:9][CH2:8][CH2:7][CH:6]([CH:10]([CH3:15])[CH:11]([CH3:14])[CH:12]=[O:13])[CH2:5]1)([CH3:3])[CH3:2]

Participants

4

Reactant 1

HCID 57429416HCID 57429416, compound

Product 1

HCID 57429415HCID 57429415, compoundYield 67%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 887MethanolSolvent

Conditions

Temperature
42.5 °C

Procedure

5% Pd/C (250 mg, 5% w/w) was charged into a 25 mL autoclave vessel with 3-(3-isopropylcyclohexyl)-2-methylenebutanal (4.5 g, 21.6 mmol) in methanol (5 mL). The mixture was vigorously stirred under an hydrogen atmosphere (10 Bar) at 40-45° C. for 40 minutes. The catalyst was filtered over celite and the solution was concentrated. The resulting crude product was distilled with a bulb-to-bulb distillation (2.5 mBar, 117° C.) to give 3-(3-isopropylcyclohexyl)-2-methylbutanal (3 g, gc purity>90%; yield=67%).

Workup

  1. filtrationThe catalyst was filtered over celite
  2. concentrationthe solution was concentrated
  3. distillationThe resulting crude product was distilled with a bulb-to-bulb distillation (2.5 mBar, 117° C.)

Sources & evidence

ORD record
ord-7e4d3fea532f4f95b5819fda1f3496e0
Source dataset
uspto-grants-2014_04
Patent number
US08709994B2

Reaction notes

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