Formaldehyde → N-benzyl-N-methyl-1-phenylmethanamine

HRID 1610052Notes

Reaction equation

HRID 1610052 reaction equation
[CH2:1]([NH:8][CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C=O.[CH3:18]CCCC=C>>[CH3:18][N:8]([CH2:1][C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1)[CH2:9][C:10]1[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=1

Participants

4

Reactant 3

HCID 712FormaldehydeHCID 7656DibenzylamineHCID 115971-Hexene

Product 1

HCID 21583N-benzyl-N-methyl-1-phenylmethanamineYield 254.6%

Procedure

In a similar manner to Example 1, 197.3 g (1.0 mol) of dibenzylamine and 165.1 g (1.6 mol) of formaldehyde (29.1%) are reacted in a 1 l autoclave; a maximum pressure of 1.8 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 distilled. 191.8 g of N-methyldibenzylamine having a purity of 93.8% are isolated, corresponding to a yield of 85.1% 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-42d94fd2e3124eca849734421bbe2589
Source dataset
uspto-grants-2006_01
Patent number
US06982352B2

Reaction notes

Loading…