Ammonia → 2,6-Dimethylaniline

HRID 223607

Reaction equation

HRID 223607 reaction equation
[NH3:1].[CH3:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([CH3:9])[C:4]1=[O:10]>[Pd].[H][H]>[CH3:2][CH:3]1[CH2:8][CH2:7][CH2:6][CH:5]([CH3:9])[C:4]1=[O:10].[CH3:2][C:3]1[CH:8]=[CH:7][CH:6]=[C:5]([CH3:9])[C:4]=1[NH2:1]

Participants

6

Reactant 2

HCID 222AmmoniaHCID 177802,6-Dimethylcyclohexanone

Product 2

HCID 68962,6-DimethylanilineHCID 177802,6-Dimethylcyclohexanone

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 178418361HCID 178418361, compoundSolvent

Conditions

Temperature
220 °C

Procedure

A catalyst which is in the form of extrudate of 3 mm diameter and 10 mm length and which contains 1.8% by weight of palladium on a zinc-aluminum spinel as the carrier is introduced into a reactor consisting of a pressure-resistant cylindrical tube of 1.2 liters volume, and is heated to 220° C. Per hour, a gaseous mixture of 200 liters (S.T.P.) of ammonia and 200 liters (S.T.P.) of hydrogen and 100 g of vaporized 2,6-dimethylcyclohexan-1-one are passed over this catalyst bed under atmospheric pressure. The reaction product is cooled as soon as it leaves the reactor, and is distilled. 100 g of 2,6-dimethylcyclohexan-1-one give 93 g of 2,6-dimethylaniline of boiling point 216° C. at atmospheric pressure, corresponding to a yield of 97% of theory.

Workup

  1. additionis introduced into a reactor
  2. customconsisting of a pressure-resistant cylindrical tube of 1.2 liters volume
  3. waitPer hour
  4. temperatureThe reaction product is cooled as soon as it
  5. customleaves the reactor
  6. distillationis distilled

Sources & evidence

ORD record
ord-79dea211fd5b43fbb29e7dff98d753e4
Source dataset
uspto-grants-1982_10
Patent number
US04355180

Linked notes

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