Sodium Hydroxide → 3'-Amino-4'-hydroxyacetophenone

HRID 1108928

Reaction equation

HRID 1108928 reaction equation
[N+:1]([C:4]1[CH:9]=[C:8]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:6][C:5]=1[OH:13])([O-])=O.[OH-].[Na+].S(S([O-])=O)([O-])=O.[Na+].[Na+]>O>[NH2:1][C:4]1[CH:9]=[C:8]([C:10](=[O:12])[CH3:11])[CH:7]=[CH:6][C:5]=1[OH:13]

Participants

5

Reactant 3

HCID 14798Sodium HydroxideHCID 24489Sodium DithioniteHCID 1387234-Hydroxy-3-Nitroacetophenone

Product 1

HCID 137241423'-Amino-4'-hydroxyacetophenoneYield 39.1%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

In a 300 ml-three-necked flask, 5.00 g (27.6 mM) of 2-nitro-4-acetylphenol was 75 ml of 2N-sodium hydroxide aqueous solution were placed. To the mixture, a solution of 25.00 g of sodium hydrosulfite (Na2S2O4) in 75 ml of water was added dropwise in 10 minutes, followed by stirring for 20 minutes at room temperature to precipitate a crystal. The crystal was recovered by filtration and recrystallized from a mixture solvent (methanol-water) to obtain 1.63 g of 2-amino-4-acetylphenol (Yield: 39.1%).

Workup

  1. customto precipitate a crystal
  2. filtrationThe crystal was recovered by filtration
  3. customrecrystallized from a mixture solvent (methanol-water)

Sources & evidence

ORD record
ord-0626082b2c6042f8b9ac06cd68658d77
Source dataset
uspto-grants-1994_06
Patent number
US05318720

Linked notes

Loading…