1-(2-Methoxyphenyl)piperazine → HCID 19972666, compound

HRID 1653795Notes

Reaction equation

HRID 1653795 reaction equation
[CH3:1][O:2][C:3]1[CH:8]=[CH:7][CH:6]=[CH:5][C:4]=1[N:9]1[CH2:14][CH2:13][NH:12][CH2:11][CH2:10]1.C(=O)([O-])[O-].[K+].[K+].[I-].[K+].Cl[CH2:24][C:25]([CH3:28])([OH:27])[CH3:26]>O>[OH:27][C:25]([CH3:28])([CH3:26])[CH2:24][N:12]1[CH2:13][CH2:14][N:9]([C:4]2[CH:5]=[CH:6][CH:7]=[CH:8][C:3]=2[O:2][CH3:1])[CH2:10][CH2:11]1

Participants

6

Reactant 4

HCID 13461-(2-Methoxyphenyl)piperazineHCID 4875Potassium IodideHCID 11430Potassium CarbonateHCID 684091-Chloro-2-methylpropan-2-ol

Product 1

HCID 19972666HCID 19972666, compound

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Conditions

Temperature
90 °C

Procedure

A mixture of 7 g of 1-(2-methoxyphenyl)-piperazine, 7.33 g of anhydrous potassium carbonate, 1.75 g of potassium iodide and 5.6 ml of 1-chloro-2-methyl-2-propanol was stirred for 90 minutes at 70° C. and for a further 6 hours at 90° C. The reaction mixture was poured into iced water and extracted with ethyl acetate. The organic layer was washed with aqueous sodium chloride solution, dried on anhydrous sodium sulfate and evaporated to dryness in vacuo. The title product was obtained as an oil, and was characterized as its dihydrochloride, crystallized from ethanol, melting at 225°-227° C.

Workup

  1. extractionextracted with ethyl acetate
  2. washThe organic layer was washed with aqueous sodium chloride solution
  3. dry with materialdried on anhydrous sodium sulfate
  4. customevaporated to dryness in vacuo

Sources & evidence

ORD record
ord-1ff44e0b94754144a704c141de1d0665
Source dataset
uspto-grants-1995_04
Patent number
US05403842

Reaction notes

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