Potassium Carbonate → HCID 86752380, compound

HRID 1417774Notes

Reaction equation

HRID 1417774 reaction equation
[N:1]1([C:7]2[CH:12]=[CH:11][C:10]([C:13](=[O:15])[CH3:14])=[CH:9][CH:8]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.Br[CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22].C(=O)([O-])[O-].[K+].[K+].CO.C(Cl)Cl>CN(C)C=O>[C:13]([C:10]1[CH:9]=[CH:8][C:7]([N:1]2[CH2:6][CH2:5][N:4]([CH2:17][CH2:18][CH2:19][CH2:20][C:21]([O:23][CH3:24])=[O:22])[CH2:3][CH2:2]2)=[CH:12][CH:11]=1)(=[O:15])[CH3:14]

Participants

6

Reactant 4

HCID 11430Potassium CarbonateHCID 79557Methyl 5-bromovalerateHCID 97269Piperazin-4-ylacetophenoneHCID 21226129Dichloromethane methanol

Product 1

HCID 86752380HCID 86752380, compound

Reagents, catalysts & solvents 1

HCID 6228DimethylformamideSolvent

Procedure

4'-Piperazinoacetophenone (102 mg) is dissolved in 1 mL of N,N-dimethylformamide. After addition of methyl 5-bromovalerate (0.077 mL) and potassium carbonate (69 mg), the mixture is stirred at room temperature for 65 hours. TLC (10% MeOH/CH2Cl2) should show a single product spot without residual starting material. The reaction solution is evaporated under vacuum. The residue is taken up in methylene chloride, washed twice with water and dried over sodium sulfate. Evaporation of the solvent yields 137 mg of 4-(4-acetylphenyl)-1-piperazinevaleric acid, methyl ester as yellow crystals whose 1H-NMR (CDCl3) spectrum is consistent with the assigned structure.

Workup

  1. customThe reaction solution is evaporated under vacuum
  2. washwashed twice with water
  3. dry with materialdried over sodium sulfate
  4. customEvaporation of the solvent

Sources & evidence

ORD record
ord-37d327cdf5bf47349746c40db045681a
Source dataset
uspto-grants-1999_03
Patent number
US05877296

Reaction notes

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