Water → Ethyl 4-(piperazin-1-yl)benzoate

HRID 1816766Notes

Reaction equation

HRID 1816766 reaction equation
[NH:1]1[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1.[CH2:7]([O:9][C:10](=[O:18])[C:11]1[CH:16]=[CH:15][C:14](F)=[CH:13][CH:12]=1)[CH3:8].C(=O)([O-])[O-].[K+].[K+].O>CS(C)=O>[N:1]1([C:14]2[CH:15]=[CH:16][C:11]([C:10]([O:9][CH2:7][CH3:8])=[O:18])=[CH:12][CH:13]=2)[CH2:6][CH2:5][NH:4][CH2:3][CH2:2]1

Participants

6

Reactant 4

HCID 962WaterHCID 4837PiperazineHCID 11430Potassium CarbonateHCID 67976Benzoic acid, 4-fluoro-, ethyl ester

Product 1

HCID 2761178Ethyl 4-(piperazin-1-yl)benzoateYield 66.3%

Reagents, catalysts & solvents 1

HCID 679Dimethyl SulfoxideSolvent

Procedure

A solution of piperazine (30.37 g), 4-fluorobenzoic acid ethyl ester (20 g) and potassium carbonate (65.75 g) in dimethylsulfoxide (100 ml) was stirred for 5.5 hours at 150° C. After cooling to the room temperature, water was added to the solution. The resulting precipitate was collected by filtration and dried to give ethyl 4-piperazinylbenzoate (18.48 g).

Workup

  1. additionwas added to the solution
  2. filtrationThe resulting precipitate was collected by filtration
  3. customdried

Sources & evidence

ORD record
ord-5974fcde3c71404186897513a5334111
Source dataset
uspto-grants-2005_04
Patent number
US06884868B1

Reaction notes

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