Formaldehyde → N-Ethyl-N-methylcyclohexanamine

HRID 1610051Notes

Reaction equation

HRID 1610051 reaction equation
[CH2:1]([NH:3][CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[CH3:2].C=O.[CH3:12]CCCC=C>>[CH3:12][N:3]([CH:4]1[CH2:9][CH2:8][CH2:7][CH2:6][CH2:5]1)[CH2:1][CH3:2]

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 115971-HexeneHCID 21609N-Ethyl cyclohexylamine

Product 1

HCID 12446308N-Ethyl-N-methylcyclohexanamineYield 391%

Procedure

In a similar manner to Example 1, 190.8 g (1.5 mol) of N-ethylcyclohexylamine and 247.6 g (2.4 mol) of formaldehyde (29.1%) are reacted in a 1 l autoclave; a maximum pressure of 2.6 MPa is established at a temperature of 160° C. After the end of the reaction, 30 g of hexene-1 are added and the organic phase is removed from the aqueous phase. The remaining organic phase is subsequently fractionally distilled. 196.9 g of N-methyl-N-ethylcyclohexylamine having a purity of 98.7% are isolated, corresponding to a yield of 91.8% of theory.

Workup

  1. customis established at a temperature of 160° C
  2. additionare added
  3. customthe organic phase is removed from the aqueous phase
  4. distillationThe remaining organic phase is subsequently fractionally distilled

Sources & evidence

ORD record
ord-b3ad61970c0044cab1a596ffc51f2620
Source dataset
uspto-grants-2006_01
Patent number
US06982352B2

Reaction notes

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