Bromide ion → HCID 18924830, compound

HRID 232587Notes

Reaction equation

HRID 232587 reaction equation
[CH2:1]([N:8]([CH3:13])[CH2:9][CH2:10][NH:11][CH3:12])[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1.C(=O)([O-])[O-].[Na+].[Na+].[C:20]1([CH2:26][CH2:27]Br)[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1.[Br-]>>[CH2:1]([N:8]([CH3:13])[CH2:9][CH2:10][N:11]([CH3:12])[CH2:27][CH2:26][C:20]1[CH:25]=[CH:24][CH:23]=[CH:22][CH:21]=1)[C:2]1[CH:7]=[CH:6][CH:5]=[CH:4][CH:3]=1

Participants

5

Reactant 4

HCID 259Bromide ionHCID 7666Phenethyl bromideHCID 10340Sodium CarbonateHCID 66016N-Benzyl-N,N'-dimethylethylenediamine

Product 1

HCID 18924830HCID 18924830, compound

Procedure

A mixture of 0.900 gm N-benzyl-N,N'-dimethylethylenediamine, 1.10 gm powdered sodium carbonate and 0.75 ml of 2-phenylethylbromide is refluxed for 5 hours. An additional 0.25 ml of bromide is added during this time. The reaction mixture is then cooled and filtered. The filterate is concentrated in vacuo and the residue chromatographed on silica gel using an eluent of CH2Cl2 /CH3OH/NH4OH (97/3/0.3) to yield 0.875 gm of N-benzyl-N,N'-dimethyl-N'-(2-phenylethyl)ethylenediamine.

Workup

  1. temperatureis refluxed for 5 hours
  2. temperatureThe reaction mixture is then cooled
  3. filtrationfiltered
  4. concentrationThe filterate is concentrated in vacuo
  5. customthe residue chromatographed on silica gel using an eluent of CH2Cl2 /CH3OH/NH4OH (97/3/0.3)

Sources & evidence

ORD record
ord-3043577ac5934e0ab342421cae0eb75d
Source dataset
uspto-grants-1997_01
Patent number
US05591737

Reaction notes

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