Ethanol → HCID 12084327, compound

HRID 1830488Notes

Reaction equation

HRID 1830488 reaction equation
[CH:1]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[C:9]([F:17])[CH:10]=[CH:11][CH:12]=3)[CH2:7][C:6]=2[C:5]=1[F:18])=[CH:2][CH3:3].C(O)C>[C].[Pd].C1(C)C=CC=CC=1>[CH2:1]([C:4]1[CH:16]=[CH:15][C:14]2[C:13]3[C:8](=[C:9]([F:17])[CH:10]=[CH:11][CH:12]=3)[CH2:7][C:6]=2[C:5]=1[F:18])[CH2:2][CH3:3]

Participants

5

Reactant 2

HCID 702EthanolHCID 69530634HCID 69530634, compound

Product 1

HCID 12084327HCID 12084327, compoundYield 43.7%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 1140TolueneSolvent

Procedure

A mixture of 19.3 g of 2-(propen-1-yl)-1,8-difluorofluorene (K-3) (crude product), 1.5 g of 5% palladium-carbon, 80 ml of ethanol and 80 ml of toluene was hydrogenated over an 8 hour period at room temperature and under atmospheric pressure, with constant stirring. The palladium-carbon was removed by filtration, the solvent was removed from the filtrate by evaporation under reduced pressure, and the residue was then purified by silica gel column chromatography (hexane) to yield 8.5 g of 2-propyl-1,8-difluorofluorene (K-4).

Workup

  1. customThe palladium-carbon was removed by filtration
  2. customthe solvent was removed from the filtrate by evaporation under reduced pressure
  3. customthe residue was then purified by silica gel column chromatography (hexane)

Sources & evidence

ORD record
ord-44b82ba1755b41a1aec090d99e648d21
Source dataset
uspto-grants-2006_06
Patent number
US07067179B1

Reaction notes

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