Ammonia → 2,6-Dimethylaniline

HRID 1579724Notes

Reaction equation

HRID 1579724 reaction equation
[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1O.CC1CCCC(C)C1=O.[NH3:19]>[Pt]>[CH3:1][C:2]1[CH:7]=[CH:6][CH:5]=[C:4]([CH3:8])[C:3]=1[NH2:19]

Participants

5

Reactant 3

HCID 222AmmoniaHCID 113352,6-DimethylphenolHCID 177802,6-Dimethylcyclohexanone

Product 1

HCID 68962,6-Dimethylaniline

Reagents, catalysts & solvents 1

HCID 23939PlatinumCatalyst

Conditions

Temperature
300 °C

Procedure

In a pressure reaction vessel place one mole part of 2,6-dimethylphenol, 0.1 mole part of 2,6-dimethyl cyclohexanone, 0.007 mole part of platinum (0.1 weight per cent on silica-alumina support) and 3 mole parts of ammonia (as 29 per cent aqueous ammonium hydroxide). Seal the vessel and heat to 300°C and stir at this temperature for 4 hours. Cool and filter off the catalyst for recycle. Distill the filtrate to obtain the product 2,6-dimethyl aniline in good yield.

Workup

  1. customSeal the vessel
  2. temperatureCool
  3. filtrationfilter off the catalyst for recycle
  4. distillationDistill the filtrate

Sources & evidence

ORD record
ord-4986bb4cfa2340d1937f17b6f5598be6
Source dataset
uspto-grants-1976_01
Patent number
US03931298

Reaction notes

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