Nitrofungin → 4-Amino-2-chlorophenol

HRID 67157

Reaction equation

HRID 67157 reaction equation
[Cl:1][C:2]1[CH:7]=[C:6]([N+:8]([O-])=O)[CH:5]=[CH:4][C:3]=1[OH:11].[H][H]>O1CCCC1.[Ni]>[NH2:8][C:6]1[CH:5]=[CH:4][C:3]([OH:11])=[C:2]([Cl:1])[CH:7]=1

Participants

5

Reactant 2

HCID 12074NitrofunginHCID 178418361HCID 178418361, compound

Product 1

HCID 775784-Amino-2-chlorophenol

Reagents, catalysts & solvents 2

HCID 935NickelCatalystHCID 8028TetrahydrofuranSolvent

Procedure

A solution of 86.8 g of 2-chloro-4-nitrophenol in 200 ml of tetrahydrofuran containing 2 g of Raney nickel catalyst was hydrogenated in a Parr shaker at 50 p.s.i. hydrogen pressure. The mixture was filtered and the solvent was evaporated from the filtrate. The residue was recrystallized from ether to give 4-amino-2-chlorophenol (1A), as a tan solid, mp: 144°-147° C.

Workup

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

Sources & evidence

ORD record
ord-67c7ef7a201648e7a36113cb54725f0d
Source dataset
uspto-grants-1982_08
Patent number
US04345076

Linked notes

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