Ammonia → HCID 20472916, compound

HRID 2296502Notes

Reaction equation

HRID 2296502 reaction equation
[CH3:1][C:2]1[C:7]([CH3:8])=[CH:6][CH:5]=[C:4]([CH3:9])[C:3]=1O.[NH3:11]>[Pd].[Mn].[Ag]>[CH3:1][CH:2]1[CH:7]([CH3:8])[CH2:6][CH2:5][CH:4]([CH3:9])[CH:3]1[NH2:11]

Participants

6

Reactant 2

HCID 222AmmoniaHCID 170162,3,6-Trimethylphenol

Product 1

HCID 20472916HCID 20472916, compoundYield 96%

Reagents, catalysts & solvents 3

HCID 23930ManganeseCatalystHCID 23938PalladiumCatalystHCID 23954SilverCatalyst

Procedure

A mixture of 550 g of 2,3,6-trimethylphenol and 510 g of ammonia and 50 g of catalyst which contains 5.0% by weight of palladium, 1.0% by weight of manganese and 5.0% by weight of silver on aluminum oxide in powder form is hydrogenated at 220° C. and under a hydrogen pressure of 200 bar in a 3 l rolling autoclave. The mixture is cooled and filtered and the filtrate is distilled. 546 g of 2,3,6-trimethylcyclohexylamine, boiling point=78°-81° C./22 mbar, are obtained, corresponding to a yield of 96%.

Workup

  1. customis hydrogenated at 220° C. and under a hydrogen
  2. temperatureThe mixture is cooled
  3. filtrationfiltered
  4. distillationthe filtrate is distilled

Sources & evidence

ORD record
ord-417b8c516c144150a345dfec3a3b33ac
Source dataset
uspto-grants-1984_01
Patent number
US04429155

Reaction notes

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