Methanol → HCID 68463408, compound

HRID 498920Notes

Reaction equation

HRID 498920 reaction equation
[CH3:1][C:2]1[C:7]([C:8]([CH3:12])([CH3:11])[CH2:9][CH3:10])=[CH:6][CH:5]=[CH:4][C:3]=1[NH:13]C=O.[OH-].[K+].CO>O>[CH3:12][C:8]([C:7]1[C:2]([CH3:1])=[C:3]([NH2:13])[CH:4]=[CH:5][CH:6]=1)([CH3:11])[CH2:9][CH3:10]

Participants

5

Reactant 3

HCID 887MethanolHCID 14797Potassium HydroxideHCID 86622855HCID 86622855, compound

Product 1

HCID 68463408HCID 68463408, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

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).

Workup

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

Sources & evidence

ORD record
ord-8875f359d9d14de7b83db0f79e1bddf3
Source dataset
uspto-grants-2010_08
Patent number
US07767625B2

Reaction notes

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