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Ethyl 4-ethyl-1-piperazineacetate → (4-ethylpiperazin-1-yl)acetic acid

HRID 64073
Notes
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Reaction equation

HRID 64073 reaction equation
[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]([O:12]CC)=[O:11])[CH2:5][CH2:4]1)[CH3:2]>Cl>[CH2:1]([N:3]1[CH2:8][CH2:7][N:6]([CH2:9][C:10]([OH:12])=[O:11])[CH2:5][CH2:4]1)[CH3:2]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

3

Reactant 1

HCID 22199027Ethyl 4-ethyl-1-piperazineacetate

Product 1

HCID 3163246(4-ethylpiperazin-1-yl)acetic acidYield 54.5%

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Procedure

The solution of ethyl 2-(4-ethylpiperazin-1-yl)acetate (1.3 g, 6.50 mmol, 1.0 eq) in 8 N HCl stirred at 95° C. for 16 h. The mixture was concentrated on vacuum pump, and quenched and extracted as in Intermediate Example 15(b). The solvent was distilled off to afford the product in 54.5% yield (0.6 g).

Workup

  1. concentrationThe mixture was concentrated on vacuum pump
  2. customquenched
  3. extractionextracted as in Intermediate Example 15(b)
  4. distillationThe solvent was distilled off
  5. customto afford the product in 54.5% yield (0.6 g)

Sources & evidence

ORD record
ord-2dd1db6cc3964502bd4eecb320bbc4d8
Source dataset
uspto-grants-2016_09
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US09447091B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes