Triethylamine → HCID 67308845, compound

HRID 2383336Notes

Reaction equation

HRID 2383336 reaction equation
[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]([O:15][C:16](=[O:18])[CH3:17])[C:12]2[C:7](=[C:8](Br)[CH:9]=[CH:10][C:11]=2[F:19])[CH:6]=1)=[O:4].C(N(CC)CC)C>C(OCC)(=O)C.[C].[Pd]>[CH3:1][O:2][C:3]([C:5]1[CH:14]=[C:13]([O:15][C:16](=[O:18])[CH3:17])[C:12]2[C:7](=[CH:8][CH:9]=[CH:10][C:11]=2[F:19])[CH:6]=1)=[O:4]

Participants

5

Reactant 2

HCID 8471TriethylamineHCID 67309194HCID 67309194, compound

Product 1

HCID 67308845HCID 67308845, compound

Reagents, catalysts & solvents 2

HCID 178418390HCID 178418390, compoundCatalystHCID 8857Ethyl AcetateSolvent

Procedure

To a solution of 4-acetoxy-8-bromo-5-fluoronaphthalene-2-carboxylic acid methyl ester (2.0 g) and triethylamine (0.72 g) in ethyl acetate (60 mL) was added palladium-carbon (600 mg) at room temperature, and the mixture was stirred for 1 hour at the same temperature under a hydrogen atmosphere. The insoluble material was removed by filtering through a Celite pad, and the filtrate was concentrated under reduced pressure. The residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane) to give the title compound.

Workup

  1. customThe insoluble material was removed
  2. filtrationby filtering through a Celite pad
  3. concentrationthe filtrate was concentrated under reduced pressure
  4. customThe residue was purified by column chromatography on silica gel (eluent: ethyl acetate/n-hexane)

Sources & evidence

ORD record
ord-8854a7451ecd482eb274cb5d63cc7e98
Source dataset
uspto-grants-2012_09
Patent number
US08263622B2

Reaction notes

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