Potassium Carbonate → HCID 19880157, compound

HRID 1885267Notes

Reaction equation

HRID 1885267 reaction equation
[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=2[O:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[CH2:12]Cl)=[CH:5][CH:4]=1.[CH3:29][N:30]1[CH2:35][CH2:34][NH:33][CH2:32][CH2:31]1.C(=O)([O-])[O-].[K+].[K+]>CN(C)C=O>[CH3:1][O:2][C:3]1[CH:28]=[CH:27][C:6]([CH2:7][O:8][C:9]2[CH:10]=[C:11]([CH:14]=[CH:15][C:16]=2[O:17][CH2:18][C:19]2[CH:24]=[CH:23][C:22]([O:25][CH3:26])=[CH:21][CH:20]=2)[CH2:12][N:33]2[CH2:34][CH2:35][N:30]([CH3:29])[CH2:31][CH2:32]2)=[CH:5][CH:4]=1

Participants

5

Reactant 3

HCID 11430Potassium CarbonateHCID 531671-MethylpiperazineHCID 15159549HCID 15159549, compound

Product 1

HCID 19880157HCID 19880157, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

A solution of 3,4-bis(p-methoxybenzyloxy)benzyl chloride (2.58 g: 6.47 mMol.), N-methylpiperazine (777 mg: 1.2 Eq.), and potassium carbonate (893 mg; 1 Eq.) in dimethylformamide (7 ml) is stirred at room temperature for 3 hours. The reaction mixture is filtered to remove solid and concentrated under reduced pressure. The residue is washed with n-hexane to give 1-(3,4-bis(p-methoxybenzyloxy)benzyl)-4-methylpiperazine. Yield: nearly quantitative.

Workup

  1. filtrationThe reaction mixture is filtered
  2. customto remove solid
  3. concentrationconcentrated under reduced pressure
  4. washThe residue is washed with n-hexane

Sources & evidence

ORD record
ord-40d9c2acf79440369798b2ecdc517687
Source dataset
uspto-grants-1992_09
Patent number
US05143910

Reaction notes

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