m-Nitroacetophenone → 1-(3-Aminophenyl)ethanol

HRID 2398191Notes

Reaction equation

HRID 2398191 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:8][CH:9]=1)([O-])=O.[H][H]>[Ni].O>[NH2:1][C:4]1[CH:5]=[C:6]([CH:7]=[CH:8][CH:9]=1)[CH:10]([OH:12])[CH3:11]

Participants

5

Reactant 2

HCID 8494m-NitroacetophenoneHCID 178418361HCID 178418361, compound

Product 1

HCID 2224611-(3-Aminophenyl)ethanolYield 97%

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 962WaterSolvent

Procedure

Following the procedure of Example I there was charged m-nitroacetophenone (33.0 g. 0.20 mole, 99% purity), water (300 ml.), and Raney nickel (14.8 g. (wet), Grace No. 4200) under 300 psi to 250 psi hydrogen. After 21/2 hours, work-up, by complete evaporation of the filtered hydrogenate, yielded 26.7 g. (97% yield) of m-amino-α-methylbenzyl alcohol which was 99.3% pure by GLC.

Workup

  1. customAfter 21/2 hours, work-up, by complete evaporation of the filtered hydrogenate
  2. customyielded 26.7 g

Sources & evidence

ORD record
ord-528561af91c94c3fbe6fff1bd94513ce
Source dataset
uspto-grants-1977_05
Patent number
US04024187

Reaction notes

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