2,6-Dimethylaniline → Benzenamine, N-(2-methoxyethyl)-2,6-dimethyl-

HRID 2052231Notes

Reaction equation

HRID 2052231 reaction equation
[H][H].[CH3:3][C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:5]=1[NH2:6].[CH3:12][O:13][CH2:14][CH2:15]O>[Cu]=O.[O-2].[Cr+3].[O-2].[O-2].[Cr+3].[Pd]>[CH3:3][C:4]1[CH:10]=[CH:9][CH:8]=[C:7]([CH3:11])[C:5]=1[NH:6][CH2:15][CH2:14][O:13][CH3:12]

Participants

6

Reactant 3

HCID 68962,6-DimethylanilineHCID 80192-MethoxyethanolHCID 178418361HCID 178418361, compound2×

Product 1

HCID 170858Benzenamine, N-(2-methoxyethyl)-2,6-dimethyl-

Reagents, catalysts & solvents 2

HCID 23938PalladiumCatalystHCID 131711682Copper oxide chromium oxideCatalyst

Procedure

In an adiabatic reactor, 100 ml of a copper oxide/chromium oxide catalyst (molar ratio CuO:Cr2O3 =2:1) containing 1.5% by weight of palladium are activated in the manner described in Example 2 and heated in the stream of hydrogen to 275° C. 60.6 g (0.5 mol) of 2,6-dimethylaniline, 76 g (1.0 mol) of 2-methoxyethanol and 67.2 N1 (3mols) of hydrogen are then passed, at 275° C. and under a pressure of 4 bars (absolute), through the catalyst bed. The reaction mixture which issues from the reactor is condensed and worked up by distillation.

Workup

  1. customare then passed, at 275° C. and under a pressure of 4 bars (absolute), through the catalyst bed
  2. customcondensed
  3. distillationworked up by distillation

Sources & evidence

ORD record
ord-daab404d40094168942a9a3483e5dfa0
Source dataset
uspto-grants-1980_01
Patent number
US04183868

Reaction notes

Loading…