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Hydrochloric Acid → 1-(2-Hydroxyethyl)piperazin-2-one hydrochloride

HRID 2105884
Notes
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Reaction equation

HRID 2105884 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][N:12]([CH2:15][CH2:16][OH:17])[C:11](=[O:18])[CH2:10]1)=O)(C)(C)C>O1CCOCC1>[ClH:1].[OH:17][CH2:16][CH2:15][N:12]1[CH2:13][CH2:14][NH:9][CH2:10][C:11]1=[O:18]
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 68874055Tert-butyl 4-(2-hydroxyethyl)-3-oxopiperazine-1-carboxylate

Product 1

HCID 545959611-(2-Hydroxyethyl)piperazin-2-one hydrochlorideYield 92.3%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

Hydrochloric acid (1.8 mL, 7.4 mmol, 4 M in 1,4-dioxane) was added to a solution of 4-tert-butyloxycarbonyl-1-(2-hydroxyethyl)-piperazin-2-one (0.45 g, 1.8 mmol) in 1,4-dioxane (5.0 mL). The mixture was stirred overnight and concentrated to give 1-(2-hydroxyethyl)-piperazin-2-one hydrochloride as an off-white solid (0.30 g, 91%).

Workup

  1. concentrationconcentrated

Sources & evidence

ORD record
ord-56e2f45b827542f0a465f8a6d17eed9d
Source dataset
uspto-grants-2009_08
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US07579368B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes