Dimethylamine → N,N-Dimethylcyclohexylamine

HRID 751546Notes

Reaction equation

HRID 751546 reaction equation
[H][H].[CH3:3][NH:4][CH3:5].[C:6]1(=O)[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1.CNC.C1(=O)CCCCC1>O>[CH3:3][N:4]([CH:6]1[CH2:11][CH2:10][CH2:9][CH2:8][CH2:7]1)[CH3:5]

Participants

6

Reactant 4

HCID 674DimethylamineHCID 7967Cyclohexanone3×HCID 86615525HCID 86615525, compoundHCID 178418361HCID 178418361, compound

Product 1

HCID 7415N,N-Dimethylcyclohexylamine

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

Under atmospheric pressure (1 bar absolute), the fresh gas flow was set to a constant 100 standard l/h (standard l=standard liters=volume at STP) by means of hydrogen. Dimethylamine and cyclohexanone were vaporized separately and, after mixing, introduced into the hot fresh gas stream. The laden gas stream was reacted isothermally at 150° C. (+/−2° C.) and 1 bar absolute over the catalyst in a tube reactor. The synthesis was carried out at a space velocity over the catalyst of 0.10 lalcohol/lcat·h, a molar ratio of dimethylamine/cyclohexanone of 3:1, an amount of circulating gas of 8.4 standard m3/h (standard m3 =standard cubic meters=volume at STP) and an amount of fresh gas/H2 of 100 standard liters/lcat·h. The cyclohexanone was completely reacted in the reaction and a selectivity of 88% based on the cyclohexanone used was achieved. The product was condensed in a water-cooled condenser and collected for purification by distillation.

Workup

  1. additionafter mixing
  2. additionintroduced into the hot fresh gas stream
  3. customThe laden gas stream was reacted isothermally at 150° C. (+/−2° C.) and 1 bar absolute over the catalyst in a tube reactor
  4. temperaturecooled condenser
  5. distillationcollected for purification by distillation

Sources & evidence

ORD record
ord-583a0d47843c416d8daa9b1e1df38020
Source dataset
uspto-grants-2008_07
Patent number
US07405327B2

Reaction notes

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