p-Nitrobenzaldoxime → 4-Aminobenzylamine

HRID 652390

Reaction equation

HRID 652390 reaction equation
[N+:1]([C:4]1[CH:12]=[CH:11][C:7]([CH:8]=[N:9]O)=[CH:6][CH:5]=1)([O-])=O>[Ni].CO>[NH2:1][C:4]1[CH:12]=[CH:11][C:7]([CH2:8][NH2:9])=[CH:6][CH:5]=1

Participants

4

Reactant 1

HCID 96339p-Nitrobenzaldoxime

Product 1

HCID 4278144-AminobenzylamineYield 44.2%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 887MethanolSolvent

Procedure

An autoclave was then charged with the p-nitrobenzaldoxime obtained above, 5 grams of Raney nickel catalyst, and 500 ml of methanol. Reducing reaction was continued with a vigorous stirring at 25°-30° C., under hydrogen pressure of 30-50 Kg/cm2G for 3 hours. After the end of the reaction, the resultant mixture was filtered to remove the catalyst and distilled to obtain 18.9 grams of a light yellow oily fraction having a boiling point of 129.5°-130° C./5-6 mmHg. The p-Aminobenzylamine, thus obtained, is in the total yield of 44.2%.

Workup

  1. customreaction
  2. customAfter the end of the reaction
  3. filtrationthe resultant mixture was filtered
  4. customto remove the catalyst
  5. distillationdistilled
  6. customto obtain 18.9 grams of a light yellow oily fraction

Sources & evidence

ORD record
ord-8692656ad59445d78271ed0115d970a2
Source dataset
uspto-grants-1987_06
Patent number
US04671890

Linked notes

Loading…