Hydrazine hydrate (1:1) → 3-Fluoro-4-phenylmethoxyaniline

HRID 13323Notes

Reaction equation

HRID 13323 reaction equation
O.NN.[CH2:4]([O:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][C:13]=1[F:21])[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>[Ni].CO>[CH2:4]([O:11][C:12]1[CH:17]=[CH:16][C:15]([NH2:18])=[CH:14][C:13]=1[F:21])[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

5

Reactant 2

HCID 24654Hydrazine hydrate (1:1)HCID 220309121-(Benzyloxy)-2-fluoro-4-nitrobenzene

Product 1

HCID 219518923-Fluoro-4-phenylmethoxyaniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

2.91 ml of hydrazine monohydrate and about 1 g of developed Raney nickel catalyst were added to a methanol (60 ml) solution of 4.94 g of 4-benzyloxy-3-fluoronitrobenzene, and the reaction liquid was stirred at room temperature for 2 hours. The catalyst was removed through filtration through Celite, and the solvent was evaporated away under reduced pressure to obtain the entitled compound as a yellow oily substance.

Workup

  1. customthe reaction liquid
  2. customThe catalyst was removed through filtration through Celite
  3. customthe solvent was evaporated away under reduced pressure
  4. customto obtain the entitled compound as a yellow oily substance

Sources & evidence

ORD record
ord-8a7b2fe512ff448ba96e29c11a108f22
Source dataset
uspto-grants-2010_06
Patent number
US07728025B2

Reaction notes

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