Formaldehyde → N-Methyl dicyclohexylamine

HRID 1610053Notes

Reaction equation

HRID 1610053 reaction equation
[CH:1]1([NH:7][CH:8]2[CH2:13][CH2:12][CH2:11][CH2:10][CH2:9]2)[CH2:6][CH2:5][CH2:4][CH2:3][CH2:2]1.C=O.[CH3:16]CCCC=C>>[CH3:16][N:7]([CH:1]1[CH2:2][CH2:3][CH2:4][CH2:5][CH2:6]1)[CH:8]1[CH2:9][CH2:10][CH2:11][CH2:12][CH2:13]1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 7582DicyclohexylamineHCID 115971-Hexene

Product 1

HCID 24210N-Methyl dicyclohexylamineYield 195%

Procedure

In a similar manner to Example 1, 204.0 g (1.13 mol) of dicyclohexylamine and 185.5 g (1.80 mol) of formaldehyde (29.1%) are reacted in a 1 l autoclave; a maximum pressure of 2.4 MPa is established at a temperature of 160° C. After the end of the reaction, 50 g of hexene-1 are added and the organic phase is removed from the aqueous phase. The remaining organic phase is subsequently distilled. 226.3 g of N-methyldicyclohexylamine having a purity of 93.7% are isolated, corresponding to a yield of 96.1% 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 distilled

Sources & evidence

ORD record
ord-50aa74dc925a43728d75edd415a5e186
Source dataset
uspto-grants-2006_01
Patent number
US06982352B2

Reaction notes

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