HCID 383402, compound → HCID 12670450, compound

HRID 582206Notes

Reaction equation

HRID 582206 reaction equation
[CH:1](=[C:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([O:17][CH3:18])=[CH:13][CH:14]=2)[C:9]1=[O:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.[H][H]>C(O)C.[C].[Pd]>[CH2:1]([CH:8]1[CH2:16][C:15]2[C:10](=[CH:11][C:12]([O:17][CH3:18])=[CH:13][CH:14]=2)[C:9]1=[O:19])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

5

Reactant 2

HCID 383402HCID 383402, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 12670450HCID 12670450, compoundYield 92%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2-benzylidene-6-methoxy-1-indanone (12.25 g, 48.9 mmol) in ethanol (500 ml) was added 10% hydrous palladium-carbon (1.5 g) and catalytic reduction was carried out in a hydrogen stream at atmospheric temperature and pressure. The palladium-carbon was then filtered off and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (ethyl acetate-hexane=2:8) to provide the title compound (yield 11.26 g, 92%; oil).

Workup

  1. filtrationThe palladium-carbon was then filtered off
  2. concentrationthe filtrate was concentrated under reduced pressure
  3. customThe residue was purified by silica gel column chromatography (ethyl acetate-hexane=2:8)

Sources & evidence

ORD record
ord-5bbaac9310c343f9b16c82369d772438
Source dataset
uspto-grants-1999_07
Patent number
US05922771

Reaction notes

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