1,4-Dioxane hydrochloride → 3-Hydroxy-1-(piperazin-1-yl)propan-1-one hydrochloride

HRID 225477Notes

Reaction equation

HRID 225477 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14](=[O:18])[CH2:15][CH2:16][OH:17])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:19].O1CCOCC1>CO>[ClH:19].[O:18]=[C:14]([N:11]1[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1)[CH2:15][CH2:16][OH:17]

Participants

4

Reactant 2

HCID 204431481,4-Dioxane hydrochlorideHCID 67195617Tert-butyl 4-(3-hydroxypropanoyl)piperazine-1-carboxylate

Product 1

HCID 671996053-Hydroxy-1-(piperazin-1-yl)propan-1-one hydrochloride

Reagents, catalysts & solvents 1

HCID 887MethanolSolvent

Procedure

A mixture of 1-tert-butoxycarbonylpiperazine, 3-hydroxypropionic acid, 1-hydroxybenzotriazole (HOBt), 1-ethyl-3-(3-dimethylaminopropyl)carbodiimide hydrochloride (EDCI) and DMF was stirred for 24 hours at room temperature to give 3-(4-tert-utoxycarbonylpiperazine-1-yl)-3-oxopropane-1-ol. A mixture of the obtained 3-(4-tert-butoxycarbonylpiperazine-1-yl)-3-oxopropane-1-ol, 4M HCl-dioxane solution and MeOH was stirred for 16 hours at room temperature to give 3-oxo-3-piperazine-1-ylpropane-1-ol hydrochloride.

Sources & evidence

ORD record
ord-17f35e71ef7240b79c608b3cb289a17a
Source dataset
uspto-grants-2009_07
Patent number
US07557112B2

Reaction notes

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