Potassium Carbonate → Ethyl 4-(4-aminobutyl)piperazine-1-carboxylate

HRID 2166924Notes

Reaction equation

HRID 2166924 reaction equation
C([NH:4][CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH2:14][CH2:13][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:11][CH2:10]1)(=O)C.C(=O)([O-])[O-].[K+].[K+]>Cl.O>[NH2:4][CH2:5][CH2:6][CH2:7][CH2:8][N:9]1[CH2:10][CH2:11][N:12]([C:15]([O:17][CH2:18][CH3:19])=[O:16])[CH2:13][CH2:14]1

Participants

5

Reactant 2

HCID 11430Potassium CarbonateHCID 20497518HCID 20497518, compound

Product 1

HCID 20497516Ethyl 4-(4-aminobutyl)piperazine-1-carboxylateYield 79%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 962WaterSolvent

Procedure

6 g of ethyl 4-(4-acetamidobutyl)-piperazine-1-carboxylate were dissolved in a mixture of 12 ml of conc. hydrochloric acid and 24 ml of water and the solution was refluxed for 5 hours. The solution was then cooled to room temperature and made alkaline with potassium carbonate. The mixture was extracted 3 times with 100 ml of chloroform and the combined extracts were dried over MgSO4 and evaporated to dryness to obtain 4 g (79% yield) of ethyl 4-(4-aminobutyl)-piperazine-1-carboxylate in the form of a pale yellow oil which slowly solidified.

Workup

  1. temperaturethe solution was refluxed for 5 hours
  2. extractionThe mixture was extracted 3 times with 100 ml of chloroform
  3. dry with materialthe combined extracts were dried over MgSO4
  4. customevaporated to dryness

Sources & evidence

ORD record
ord-b9950ac0946346f894a30f51d629083d
Source dataset
uspto-grants-1983_06
Patent number
US04390697

Reaction notes

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