HCID 68645433, compound → HCID 68645849, compound

HRID 1161340Notes

Reaction equation

HRID 1161340 reaction equation
[C:1]([O:5][C:6](=[O:19])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([N+:15]([O-])=O)=[C:11]([F:18])[CH:10]=1)([CH3:4])([CH3:3])[CH3:2]>C(O)C.[Pd]>[C:1]([O:5][C:6](=[O:19])[CH2:7][O:8][C:9]1[CH:14]=[CH:13][C:12]([NH2:15])=[C:11]([F:18])[CH:10]=1)([CH3:4])([CH3:2])[CH3:3]

Participants

4

Reactant 1

HCID 68645433HCID 68645433, compound

Product 1

HCID 68645849HCID 68645849, compoundYield 50%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

A solution of (3-fluoro-4-nitro-phenoxy)-acetic acid tert-butyl ester (2.14 g, 8 mmol) in ethanol (3 ml) was hydrogenated 5 h at room temperature and atmospheric pressure over 10% palladium on charcoal. The catalyst was removed by filtration, the solvent evaporated under reduced pressure and the residue purified by column chromatography on silica gel (1:0 to 1:1 heptane/ethyl acetate eluant) to afford the product as a brown oil (960 mg, 50%).

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent evaporated under reduced pressure
  3. customthe residue purified by column chromatography on silica gel (1:0 to 1:1 heptane/ethyl acetate eluant)

Sources & evidence

ORD record
ord-b7642accb0f04f82bb57b81fc5ed96f8
Source dataset
uspto-grants-2010_10
Patent number
US07816540B2

Reaction notes

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