Hydrochloric Acid → 3-Oxo-3-piperazin-1-yl-propionic acid ethyl ester hydrochloride

HRID 1665611Notes

Reaction equation

HRID 1665611 reaction equation
[ClH:1].C(OC([N:9]1[CH2:14][CH2:13][N:12]([C:15](=[O:22])[CH2:16][C:17]([O:19][CH2:20][CH3:21])=[O:18])[CH2:11][CH2:10]1)=O)(C)(C)C>O1CCOCC1>[ClH:1].[CH2:20]([O:19][C:17](=[O:18])[CH2:16][C:15](=[O:22])[N:12]1[CH2:13][CH2:14][NH:9][CH2:10][CH2:11]1)[CH3:21]

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 57875806Tert-butyl 4-(3-ethoxy-3-oxopropanoyl)piperazine-1-carboxylate

Product 1

HCID 666252803-Oxo-3-piperazin-1-yl-propionic acid ethyl ester hydrochlorideYield 82%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

HCl (8 mL) was added to a stirred solution of 4-(2-ethoxycarbonyl-acetyl)-piperazine-1-carboxylic acid tert-butyl ester (5 g, 17 mmol) in dioxane (5.0 mL) at 0° C. and the resulting mixture stirred for 30 minutes. The mixture was then concentrated and the residue was washed with diethyl ether and dried to afford 4.1 g (82%) of 3-oxo-3-piperazin-1-yl-propionic acid ethyl ester hydrochloride. LCMS: 237.1 (M+1)+ 82%

Workup

  1. concentrationThe mixture was then concentrated
  2. washthe residue was washed with diethyl ether
  3. customdried

Sources & evidence

ORD record
ord-0e181e8a792648a690ec3fa1820bf006
Source dataset
uspto-grants-2011_10
Patent number
US08039463B2

Reaction notes

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