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Hydrochloric Acid → 3-Methyl-4-(2-piperazin-1-yl-ethoxy)-benzoic Acid Methyl Ester Dihydrochloride

HRID 220843
Notes
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Reaction equation

HRID 220843 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([CH2:14][CH2:15][O:16][C:17]2[CH:22]=[CH:21][C:20]([C:23]([O:25][CH3:26])=[O:24])=[CH:19][C:18]=2[CH3:27])[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:28]>O1CCOCC1>[ClH:28].[ClH:28].[CH3:26][O:25][C:23](=[O:24])[C:20]1[CH:21]=[CH:22][C:17]([O:16][CH2:15][CH2:14][N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[C:18]([CH3:27])[CH:19]=1
ParticipantsProcedureWorkupSources & evidenceReaction notes

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 575552644-[2-(4-Methoxycarbonyl-2-methyl-phenoxy)-ethyl]-piperazine-1-carboxylic Acid Tert-butyl Ester

Product 1

HCID 670538063-Methyl-4-(2-piperazin-1-yl-ethoxy)-benzoic Acid Methyl Ester DihydrochlorideYield 100%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

4-[2-(4-Methoxycarbonyl-2-methyl-phenoxy)-ethyl]-piperazine-1-carboxylic acid tert-butyl ester from Example E40.1 (200 mg, 0.53 mmol) was dissolved in 4M HCl solution in dioxan (5 ml). The mixture was stirred for 30 min at room temperature, concentrated in vacuo and azeotroped with toluene to yield the title compound (185 mg, 100%).

Workup

  1. concentrationconcentrated in vacuo
  2. customazeotroped with toluene

Sources & evidence

ORD record
ord-74a65d9b3b184ed3aaae5b008e5bb664
Source dataset
uspto-grants-2012_06
DOI
10.6084/m9.figshare.5104873.v1
Patent number
US08202858B2

Reaction notes

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On this pageParticipantsProcedureWorkupSources & evidenceReaction notes