HCID 58420599, compound → HCID 58420564, compound

HRID 1517495Notes

Reaction equation

HRID 1517495 reaction equation
[CH3:1][C:2]12[C:14]3[C:10]([CH:11]=[CH:12][CH2:13]1)=[CH:9][CH:8]=[CH:7][C:6]=3[CH2:5][CH2:4][CH2:3]2>C(O)C.[Pd]>[CH3:1][C:2]12[C:14]3[C:6]([CH2:5][CH2:4][CH2:3]1)=[CH:7][CH:8]=[CH:9][C:10]=3[CH2:11][CH2:12][CH2:13]2

Participants

4

Reactant 1

HCID 58420599HCID 58420599, compound

Product 1

HCID 58420564HCID 58420564, compoundYield 94.1%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

3a-Methyl-2,3,3a,4-tetrahydro-1H-phenalene (1.83 g) was dissolved in ethanol (12 ml), the solution was added with 10% palladium/carbon (0.183 g), and the mixture was stirred for 6 hours under a hydrogen flow. The reaction mixture was filtered through Celite, then the solvent of the filtrate was concentrated under reduced pressure, and the resulting residue was purified by silica gel column chromatography using a small amount of silica gel (developing solvent: n-hexane) to obtain the title compound (1.74 g, yield: 94%).

Workup

  1. filtrationThe reaction mixture was filtered through Celite
  2. concentrationthe solvent of the filtrate was concentrated under reduced pressure
  3. customthe resulting residue was purified by silica gel column chromatography

Sources & evidence

ORD record
ord-61e300bb60624c3097e086b3f3c5170e
Source dataset
uspto-grants-2012_07
Patent number
US08232300B2

Reaction notes

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