Reaction #586102

Reaction equation

N-(2-methyl-3-(1,1-dimethylpropyl)phenyl)form-amide

potassium hydroxide

methanol

→

3-(1,1-dimethypropyl)-2-methyl-phenylamine

Solvents

water

Conditions

Workup

1. 1
   Temperatureat reflux temperature for 15 hours
2. 2
   workup.ADDITIONis added
3. 3
   Extractionthe reaction mixture is extracted with ethylacetate
4. 4
   DryingAfter drying of the organic phase over sodium sulfate and evaporation of the solvent in a water jet vacuum
5. 5
   Otherthe product is purified by destillation (bp. ca. 70° C., 13,33 Pa)

Procedure

2,21 g (10.77 mmol) N-(2-methyl-3-(1,1-dimethylpropyl)phenyl)form-amide, 1,42 g (21.54 mmol) 85% potassium hydroxide and 9 ml methanol are heated under stirring at reflux temperature for 15 hours. After cooling 100 ml of water is added and the reaction mixture is extracted with ethylacetate. After drying of the organic phase over sodium sulfate and evaporation of the solvent in a water jet vacuum, the product is purified by destillation (bp. ca. 70° C., 13,33 Pa). This gives 1.7 g of 2-Methyl-3-(1,1-dimethylpropyl)phenylamine in the form of a colourless oil (89% of theory).

Source