HCID 9859463, compound → HCID 9964391, compound

HRID 1034039Notes

Reaction equation

HRID 1034039 reaction equation
[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([N+:9]([O-])=O)[C:3]=1[O:12][CH2:13][C@H:14]([OH:16])[CH3:15]>C(O)C.[Pd]>[F:1][C:2]1[C:7]([F:8])=[CH:6][CH:5]=[C:4]([NH2:9])[C:3]=1[O:12][CH2:13][C@H:14]([OH:16])[CH3:15]

Participants

4

Reactant 1

HCID 9859463HCID 9859463, compound

Product 1

HCID 9964391HCID 9964391, compoundYield 91.4%

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 3.1 g of 2,3-difluoro-6-nitro-{[(R)-2-hydroxypropyl]oxy}benzene (VIIIR, Xa=Xb=F) in 50 ml of ethanol was added 500 mg of 5% palladium on charcoal. Catalytic reduction was performed under atmospheric pressure at room temperature. When the absorption of hydrogen ceased, the catalyst was removed by filtration and the solvent was removed from the filtrate under reduced pressure. The residue was purified through silica gel column chromatography to yield 2.47 g of the titled compound.

Workup

  1. customwas performed under atmospheric pressure at room temperature
  2. customWhen the absorption of hydrogen
  3. customthe catalyst was removed by filtration
  4. customthe solvent was removed from the filtrate under reduced pressure
  5. customThe residue was purified through silica gel column chromatography

Sources & evidence

ORD record
ord-319a9f22d309470f881b4931c6d61b9a
Source dataset
uspto-grants-1994_05
Patent number
US05312999

Reaction notes

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