Sodium Hydroxide → 3-Nitro-2,4-dimethyl-benzylamine

HRID 410080Notes

Reaction equation

HRID 410080 reaction equation
[N+:1]([C:4]1[C:5]([CH3:19])=[C:6]([CH:15]=[CH:16][C:17]=1[CH3:18])[CH2:7][NH:8]C(=O)C(F)(F)F)([O-:3])=[O:2].[OH-].[Na+]>CO>[N+:1]([C:4]1[C:5]([CH3:19])=[C:6]([CH:15]=[CH:16][C:17]=1[CH3:18])[CH2:7][NH2:8])([O-:3])=[O:2]

Participants

4

Reactant 2

HCID 14798Sodium HydroxideHCID 56840191N-(3-Nitro-2,4-dimethyl-benzyl)-2,2,2-trifluoroacetamide

Product 1

HCID 568399723-Nitro-2,4-dimethyl-benzylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of N-(3-nitro-2,4-dimethyl-benzyl)-2,2,2-trifluoroacetamide (1.53 g, 5.54 mmol), 4M NaOH-solution (6.9 mL, 28 mmol) and MeOH (30 mL) is refluxed for 2 h. Then the mixture is concentrated, diluted with water and extracted with EtOAc. The organic phase is dried with Na2SO4, filtered and concentrated.

Workup

  1. temperatureis refluxed for 2 h
  2. concentrationThen the mixture is concentrated
  3. additiondiluted with water
  4. extractionextracted with EtOAc
  5. dry with materialThe organic phase is dried with Na2SO4
  6. filtrationfiltered
  7. concentrationconcentrated

Sources & evidence

ORD record
ord-c4c97e65efa749e0aa4adeb21e27d809
Source dataset
uspto-grants-2014_06
Patent number
US08759537B2

Reaction notes

Loading…