Water → HCID 68839799, compound

HRID 660833Notes

Reaction equation

HRID 660833 reaction equation
[CH2:1]([O:8][C:9]1[C:14]([N+:15]([O-])=O)=[CH:13][C:12]([F:18])=[CH:11][C:10]=1[F:19])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.O.[Cl-].[NH4+]>CCO.[Zn]>[CH2:1]([O:8][C:9]1[C:10]([F:19])=[CH:11][C:12]([F:18])=[CH:13][C:14]=1[NH2:15])[C:2]1[CH:3]=[CH:4][CH:5]=[CH:6][CH:7]=1

Participants

6

Reactant 3

HCID 962WaterHCID 25517Ammonium ChlorideHCID 68842689HCID 68842689, compound

Product 1

HCID 68839799HCID 68839799, compound

Reagents, catalysts & solvents 2

HCID 23994ZincCatalystHCID 702EthanolSolvent

Conditions

Temperature
60 °C

Procedure

To a solution of 2-benzyloxy-1,5-difluoro-3-nitrobenzene (2.60 g, 9.80 mmol) in EtOH (20 mL)/water (10 mL) is added zinc (3.4 g, 49 mmol) and ammonium chloride (1.0 g, 19.6 mmol) and the mixture is heated at 60° C. for 2 h. The mixture is extracted with EtOAc and the solvent is removed under reduced pressure. The residue is dissolved in methylene chloride and the solution washed with water. The organic phase is dried over sodium sulfate. The solvent is removed under reduced pressure to give the title compound which is used directly to the next step without purification.

Workup

  1. extractionThe mixture is extracted with EtOAc
  2. customthe solvent is removed under reduced pressure
  3. dissolutionThe residue is dissolved in methylene chloride
  4. washthe solution washed with water
  5. dry with materialThe organic phase is dried over sodium sulfate
  6. customThe solvent is removed under reduced pressure

Sources & evidence

ORD record
ord-cf0c792b043a4641a8000a0108002755
Source dataset
uspto-grants-2011_12
Patent number
US08084448B2

Reaction notes

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