Benzene, 1-nitro-4-(phenylmethoxy)- → 4-Benzyloxyaniline

HRID 1464060Notes

Reaction equation

HRID 1464060 reaction equation
O.S.[Na].[CH2:4]([O:11][C:12]1[CH:17]=[CH:16][C:15]([N+:18]([O-])=O)=[CH:14][CH:13]=1)[C:5]1[CH:10]=[CH:9][CH:8]=[CH:7][CH:6]=1>C(O)C>[CH2:4]([O:11][C:12]1[CH:13]=[CH:14][C:15]([NH2:18])=[CH:16][CH:17]=1)[C:5]1[CH:6]=[CH:7][CH:8]=[CH:9][CH:10]=1

Participants

4

Reactant 2

HCID 70842Benzene, 1-nitro-4-(phenylmethoxy)-HCID 53442613Sodium hydrogen sulfide hydrate

Product 1

HCID 228604-Benzyloxyaniline

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

Sodium hydrogen sulphide monohydrate (40 g) was added to a solution of 4-benzyloxynitrobenzene (25 g) in ethanol (800 ml) and the reaction mixture heated under reflux for four hours. The solvent was removed and the residue was treated with water and extracted into ether. The ether extract was dried and evaporated to give 4-benzyloxyaniline which was purified by extraction with hexane.

Workup

  1. temperaturethe reaction mixture heated
  2. temperatureunder reflux for four hours
  3. customThe solvent was removed
  4. additionthe residue was treated with water
  5. extractionextracted into ether
  6. extractionThe ether extract
  7. customwas dried
  8. customevaporated

Sources & evidence

ORD record
ord-1d8f28cc8c3f447fa021280b15636a6a
Source dataset
uspto-grants-1994_04
Patent number
US05302720

Reaction notes

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