Phenethyl bromide → N,N-Dimethylphenylethylamine

HRID 1109741Notes

Reaction equation

HRID 1109741 reaction equation
[C:1]1([CH2:7][CH2:8]Br)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.Cl.[CH3:11][NH:12][CH3:13].C(=O)([O-])[O-].[K+].[K+]>CO>[CH3:11][N:12]([CH2:8][CH2:7][C:1]1[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1)[CH3:13]

Participants

5

Reactant 3

HCID 7666Phenethyl bromideHCID 10473Dimethylamine, hydrochlorideHCID 11430Potassium Carbonate

Product 1

HCID 25125N,N-Dimethylphenylethylamine

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

2-Phenylethyl bromide [0.01 mol.] and dimethylamine hydrochloride [0.02 mol.] are stirred at room temperature [24 hrs] and then refluxed [1 hr.] with potassium carbonate [0.06 in methanol. The insoluble materials are filtered and the solution evaporated and distilled to form N,N-dimethyl-2-phenylethylamine. The hydrochloride salt [m.p. 163-4° C.] is formed and recrystallized from ethanol. The structure was confirmed by its proton nmr spectrum, by its chemical ionization mass spectrum, and its correct elemental analyses.

Workup

  1. filtrationThe insoluble materials are filtered
  2. customthe solution evaporated
  3. distillationdistilled

Sources & evidence

ORD record
ord-20846a74e371493caea3044c10c341a7
Source dataset
uspto-grants-1994_06
Patent number
US05322859

Reaction notes

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