HCID 53710949, compound → HCID 13561776, compound

HRID 1380366Notes

Reaction equation

HRID 1380366 reaction equation
[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[CH:14]=[CH:15][C:16](=[O:18])[CH3:17].[H][H]>[C].[Pd].C(OCC)(=O)C>[CH:1]1[C:13]2[CH2:12][C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][C:2]=1[CH2:14][CH2:15][C:16](=[O:18])[CH3:17]

Participants

5

Reactant 2

HCID 53710949HCID 53710949, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 13561776HCID 13561776, compoundYield 56.3%

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To 350 ml of ethyl acetate were added 17 grams of 4-(2-fluorenyl)-3-buten-2-one and 2 grams of 10% palladium carbon powder, the mixture was warmed at 40°-50° C., and hydrogen was introduced in under ordinary pressure. When the absorption of hydrogen ceased, the catalyst was removed by filtration, the filtrate was concentrated, and ethyl acetate was removed therefrom. Crystals separated out therefrom were recrystallized from methanol to give 9.65 grams of 4-(2-fluorenyl)-butan-2-one, white crystals, m.p. 99°-101° C.

Workup

  1. temperaturethe mixture was warmed at 40°-50° C.
  2. customWhen the absorption of hydrogen
  3. customthe catalyst was removed by filtration
  4. concentrationthe filtrate was concentrated
  5. customethyl acetate was removed
  6. customCrystals separated out
  7. customtherefrom were recrystallized from methanol

Sources & evidence

ORD record
ord-8ddccec6c4df47918661a3676fe534ee
Source dataset
uspto-grants-1986_04
Patent number
US04581377

Reaction notes

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