Orcinol → 3-Amino-5-methylphenol

HRID 2266423Notes

Reaction equation

HRID 2266423 reaction equation
[CH3:1][C:2]1[CH:3]=[C:4](O)[CH:5]=[C:6]([OH:8])[CH:7]=1.[Cl-].[NH4+:11].[OH-].[NH4+]>O>[NH2:11][C:4]1[CH:5]=[C:6]([OH:8])[CH:7]=[C:2]([CH3:1])[CH:3]=1

Participants

5

Reactant 3

HCID 10436OrcinolHCID 14923Ammonium HydroxideHCID 25517Ammonium Chloride

Product 1

HCID 30186673-Amino-5-methylphenol

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
180 °C

Procedure

A mixture of 5-methylbenzene-1,3-diol (6.0 g), ammonium chloride (3.0 g), water (9.0 mL), and ammonium hydroxide (6.8 mL, 33% in water) were sealed in a bomb and heated at 180° C. for 17 hours. The mixture was cooled to room temperature and the resulting precipitate collected by filtration. Crystallisation from water gave title compound, 1.7 g.

Workup

  1. customwere sealed in a bomb
  2. temperatureThe mixture was cooled to room temperature
  3. filtrationthe resulting precipitate collected by filtration
  4. customCrystallisation from water

Sources & evidence

ORD record
ord-564672e043ac4773b92b6d355a358f16
Source dataset
uspto-grants-2010_12
Patent number
US07858640B2

Reaction notes

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