3-Nitro-p-cresol → 3-Amino-p-cresol

HRID 67162

Reaction equation

HRID 67162 reaction equation
[N+:1]([C:4]1[CH:5]=[C:6]([OH:11])[CH:7]=[CH:8][C:9]=1[CH3:10])([O-])=O.[H][H]>[Ni].O1CCCC1>[NH2:1][C:4]1[CH:5]=[C:6]([OH:11])[CH:7]=[CH:8][C:9]=1[CH3:10]

Participants

5

Reactant 2

HCID 162713-Nitro-p-cresolHCID 178418361HCID 178418361, compound

Product 1

HCID 178203-Amino-p-cresol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

70 g of 3-nitro-4-methylphenol, prepared according to German Offenalegungschrift No. 2,213,568, 200 ml of tetrahydrofuran and 2 g of activated Raney nickel catalyst were placed in a Parr bomb. The mixture was shaken for 3.5 hours under 60 p.s.i. hydrogen pressure. The mixture then was filtered and the solvent was evaporated from the filtrate. The residue was recrystallized from ether to give 3-amino-4-methylphenol (3A), as a grey solid, mp: 145°-148° C.

Workup

  1. filtrationThe mixture then was filtered
  2. customthe solvent was evaporated from the filtrate
  3. customThe residue was recrystallized from ether

Sources & evidence

ORD record
ord-2a417ce8477b47ffb0400faad8e9f2d7
Source dataset
uspto-grants-1982_08
Patent number
US04345077

Linked notes

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