2-(9H-Fluoren-9-ylidene)acetonitrile → HCID 57586376, compound

HRID 2190295Notes

Reaction equation

HRID 2190295 reaction equation
[CH:1]1[C:13]2[C:12](=[CH:14][C:15]#[N:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1>CO.C(OCC)(=O)C.[OH-].[Pd+2].[OH-]>[CH:1]1[C:13]2[CH:12]([CH2:14][C:15]#[N:16])[C:11]3[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=3)[C:5]=2[CH:4]=[CH:3][CH:2]=1

Participants

5

Reactant 1

HCID 6090532-(9H-Fluoren-9-ylidene)acetonitrile

Product 1

HCID 57586376HCID 57586376, compound

Reagents, catalysts & solvents 3

HCID 9942167Palladium hydroxideCatalystHCID 887MethanolSolventHCID 8857Ethyl AcetateSolvent

Procedure

610 mg (3 mmol, 1 eq) of fluoren-9-ylidene-acetonitrile in solution in 40 mL of methanol and 10 mL of ethyl acetate, then 225 mg of palladium hydroxide over coal were introduced into a 250 mL flask under a nitrogen atmosphere. The reaction medium was purged then placed under a hydrogen atmosphere (skin flask) and stirred for 6 hours while stirring. The catalyst was removed by filtration over Clarcel. The solvent was evaporated and the expected product was obtained.

Workup

  1. customThe reaction medium was purged
  2. stirringwhile stirring
  3. customThe catalyst was removed by filtration over Clarcel
  4. customThe solvent was evaporated

Sources & evidence

ORD record
ord-68e7254bc15342dbb9415110ff862314
Source dataset
uspto-grants-2012_12
Patent number
US08324396B2

Reaction notes

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