2,3-Difluoro-6-nitro-(2-p-toluenesulfonyloxypropyl)oxybenzene → 2,3-Difluoro-6-amino-[(2-p-toluenesulfonyloxypropyl)oxy]benzene

HRID 846336Notes

Reaction equation

HRID 846336 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][CH:14]([O:16][S:17]([C:20]1[CH:25]=[CH:24][C:23]([CH3:26])=[CH:22][CH:21]=1)(=[O:19])=[O:18])[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][CH:14]([O:16][S:17]([C:20]1[CH:21]=[CH:22][C:23]([CH3:26])=[CH:24][CH:25]=1)(=[O:19])=[O:18])[CH3:15]

Participants

4

Reactant 1

HCID 146971942,3-Difluoro-6-nitro-(2-p-toluenesulfonyloxypropyl)oxybenzene

Product 1

HCID 146971972,3-Difluoro-6-amino-[(2-p-toluenesulfonyloxypropyl)oxy]benzene

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 702EthanolSolvent

Procedure

To a solution of 2.32 g of the compound obtained in Example 8 in 50 ml of ethanol was added 1 g of 5% palladium on charcoal, and the catalytic reduction was carried out under atmospheric pressure at room temperature for about 1 hour. The catalyst was removed by filtration, and the solvent was removed under reduced pressure to yield the titled compound. This product was used in the following reaction without purification.

Workup

  1. customThe catalyst was removed by filtration
  2. customthe solvent was removed under reduced pressure

Sources & evidence

ORD record
ord-2dc506dc92d441378a47592ee4bf8a1c
Source dataset
uspto-grants-1992_08
Patent number
US05136059

Reaction notes

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