HCID 10398790, compound → HCID 10443764, compound

HRID 654687Notes

Reaction equation

HRID 654687 reaction equation
[C:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[C:15]([CH3:17])=[CH2:16])[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]>C(O)C.[C].[Pd]>[C:1]([O:4][C:5]1[C:14]2[C:9](=[CH:10][CH:11]=[CH:12][C:13]=2[CH:15]([CH3:17])[CH3:16])[CH:8]=[CH:7][CH:6]=1)(=[O:3])[CH3:2]

Participants

4

Reactant 1

HCID 10398790HCID 10398790, compound

Product 1

HCID 10443764HCID 10443764, compoundYield 47.4%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

3.6 g of 8-isopropenyl-1-naphthyl acetate was dissolved in 100 ml of ethanol, to which 0.2 g of 10% palladium-carbon (water content of 50%) was added, followed by hydrogenation at normal temperatures and normal pressure for 20 hours. After removal of the palladium-carbon by filtration, the resulting filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (3% ethyl acetate/hexane) to obtain 1.72 g of the captioned compound as an oily substance.

Workup

  1. additionwas added
  2. customAfter removal of the palladium-carbon
  3. filtrationby filtration
  4. concentrationthe resulting filtrate was concentrated under reduced pressure
  5. customThe residue was purified by silica gel column chromatography (3% ethyl acetate/hexane)

Sources & evidence

ORD record
ord-b2a8e2630b4344e8bbfd33974645d311
Source dataset
uspto-grants-1992_07
Patent number
US05134111

Reaction notes

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