Water → 4-(naphthalen-1-yloxy)aniline

HRID 1680655Notes

Reaction equation

HRID 1680655 reaction equation
O.[C:2]1([O:12][C:13]2[CH:18]=[CH:17][C:16]([N+:19]([O-])=O)=[CH:15][CH:14]=2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1>[Fe].C(O)(=O)C>[C:2]1([O:12][C:13]2[CH:18]=[CH:17][C:16]([NH2:19])=[CH:15][CH:14]=2)[C:11]2[C:6](=[CH:7][CH:8]=[CH:9][CH:10]=2)[CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 2

HCID 962WaterHCID 762479HCID 762479, compound

Product 1

HCID 8195834-(naphthalen-1-yloxy)aniline

Reagents, catalysts & solvents 2

HCID 23925IronCatalystHCID 176Acetic AcidSolvent

Procedure

A mixture of 1.5 liters of water, 40 ml of glacial acetic acid and 1.0 mol of 4-(α-naphthoxy)-nitrobenzene was heated to boiling while stirring. After the boiling temperature had been reached, 200 g of iron powder were added in small portions. When the addition was finished, it was refluxed for 6 hours, while stirring.

Workup

  1. temperaturewas heated
  2. additionWhen the addition
  3. temperatureit was refluxed for 6 hours
  4. stirringwhile stirring

Sources & evidence

ORD record
ord-645f2b93eea24ca7bb3c17dc790bef29
Source dataset
uspto-grants-1981_06
Patent number
US04275077

Reaction notes

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