4-[4-(tert-Butoxycarbonyl)piperazin-1-yl]benzoic acid → 4-(piperazin-1-yl)benzoic acid

HRID 1776017Notes

Reaction equation

HRID 1776017 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:22]=[CH:21][C:17]([C:18]([OH:20])=[O:19])=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C>Cl.CO>[N:11]1([C:14]2[CH:15]=[CH:16][C:17]([C:18]([OH:20])=[O:19])=[CH:21][CH:22]=2)[CH2:10][CH2:9][NH:8][CH2:13][CH2:12]1

Participants

4

Reactant 1

HCID 27955084-[4-(tert-Butoxycarbonyl)piperazin-1-yl]benzoic acid

Product 1

HCID 11804774-(piperazin-1-yl)benzoic acidYield 90.6%

Reagents, catalysts & solvents 2

HCID 313Hydrochloric AcidSolventHCID 887MethanolSolvent

Procedure

A mixture of 4-(4-(tert-butoxycarbonyl)piperazin-1-yl)benzoic acid (28 g, 91 mmol) in hydrochloric acid in methanol (300 mL) was stirred at room temperature for 4 h. The resulting precipitate was collected by filtration and concentrated to dryness to provide the title compound (17 g, 61% yield) as a white solid.

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. concentrationconcentrated to dryness

Sources & evidence

ORD record
ord-30e565770c7d4f62af718843aee8de94
Source dataset
uspto-grants-2016_02
Patent number
US09260414B2

Reaction notes

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