Dimethylamine → (1,4-Dibenzylpiperazin-2-yl)-N,N-dimethylmethanamine

HRID 2165600Notes

Reaction equation

HRID 2165600 reaction equation
Cl[CH2:2][CH:3]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5][N:4]1[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1.C(=O)([O-])[O-].[K+].[K+].[CH3:29][NH:30][CH3:31].O>O1CCOCC1.ClCCl>[CH3:29][N:30]([CH2:2][CH:3]1[CH2:8][N:7]([CH2:9][C:10]2[CH:15]=[CH:14][CH:13]=[CH:12][CH:11]=2)[CH2:6][CH2:5][N:4]1[CH2:16][C:17]1[CH:22]=[CH:21][CH:20]=[CH:19][CH:18]=1)[CH3:31]

Participants

7

Reactant 4

HCID 674DimethylamineHCID 962WaterHCID 11430Potassium CarbonateHCID 106631191,4-Dibenzyl-2-(chloromethyl)piperazine

Product 1

HCID 14664170(1,4-Dibenzylpiperazin-2-yl)-N,N-dimethylmethanamine

Reagents, catalysts & solvents 2

HCID 6344DichloromethaneSolventHCID 312751,4-DioxaneSolvent

Conditions

Temperature
80 °C

Procedure

A 6 g portion of 2-chloromethyl-1,4-bis(phenylmethyl)piperazine was dissolved in 20 ml of dioxane. To this was added 3.14 g of potassium carbonate and 68 ml of 40% aqueous dimethylamine. The mixture was stirred in a sealed pressure bottle at 80° C. for 18 hours and then taken to dryness in vacuo. The gummy residue was mixed with water and dichloromethane. The aqueous layer was washed twice with dichloromethane. The organic solutions were combined, dried, filtered and evaporated, giving 6.23 g of 2-dimethylaminomethyl-1,4-bis(phenylmethyl)piperazine as a gum.

Workup

  1. washThe aqueous layer was washed twice with dichloromethane
  2. customdried
  3. filtrationfiltered
  4. customevaporated

Sources & evidence

ORD record
ord-796e9ebc8a564feb973486d4f6bdaf5b
Source dataset
uspto-grants-1990_07
Patent number
US04940710

Reaction notes

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