1-(Hexyloxy)-2-nitrobenzene → 2-(Hexyloxy)aniline

HRID 1639114Notes

Reaction equation

HRID 1639114 reaction equation
[CH2:1]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[N+:14]([O-])=O)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].[H][H]>CO.[Ni]>[CH2:1]([O:7][C:8]1[CH:13]=[CH:12][CH:11]=[CH:10][C:9]=1[NH2:14])[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

5

Reactant 2

HCID 150681131-(Hexyloxy)-2-nitrobenzeneHCID 178418361HCID 178418361, compound2×

Product 1

HCID 159374522-(Hexyloxy)aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

1-(Hexyloxy)-2-nitrobenzene, 61.28 g (0.27 mol) is dissolved in 700 ml of methanol, 3 g Raney nickel is added and the mixture exposed to hydrogen gas until the required amount of hydrogen is absorbed. The methanol solution is filtered and concentrated in vacuo and the residue distilled to give 50 g of 2-(hexyloxy)benzenamine; bp 145°-148° C. at 4 mm.

Workup

  1. customis absorbed
  2. filtrationThe methanol solution is filtered
  3. concentrationconcentrated in vacuo
  4. distillationthe residue distilled

Sources & evidence

ORD record
ord-0280dc5bb5ee423ab0767d93426a37c5
Source dataset
uspto-grants-1989_11
Patent number
US04882357

Reaction notes

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