1-(3-Bromopropoxy)-3-nitrobenzene → 3-(3-Bromopropoxy)-aniline

HRID 620309

Reaction equation

HRID 620309 reaction equation
[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([N+:12]([O-])=O)[CH:9]=[CH:10][CH:11]=1>[Ni].O1CCCC1>[Br:1][CH2:2][CH2:3][CH2:4][O:5][C:6]1[CH:7]=[C:8]([CH:9]=[CH:10][CH:11]=1)[NH2:12]

Participants

4

Reactant 1

HCID 71723011-(3-Bromopropoxy)-3-nitrobenzene

Product 1

HCID 4592563-(3-Bromopropoxy)-aniline

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

1 g of Raney nickel is added to a solution of 4 g of 3-(3-bromopropoxy)-nitrobenzene in 40 ml of tetrahydrofuran and the starting substance is hydrogenated at room temperature. The catalyst is filtered off and washed with tetrahydrofuran. Evaporation of the filtrate gives 3-(3-bromopropoxy)-aniline as a colourless oil.

Workup

  1. customis hydrogenated at room temperature
  2. filtrationThe catalyst is filtered off
  3. washwashed with tetrahydrofuran
  4. customEvaporation of the filtrate

Sources & evidence

ORD record
ord-6f3552bc1fe14ba992e508f19b21d72c
Source dataset
uspto-grants-1989_04
Patent number
US04820726

Linked notes

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