Hydrochloric Acid → 4-[4-(4-Hexyloxyphenyl)piperazin-1-yl]benzoic acid hydrochloride

HRID 351550Notes

Reaction equation

HRID 351550 reaction equation
[CH2:1]([O:7][C:8]1[CH:13]=[CH:12][C:11]([N:14]2[CH2:19][CH2:18][N:17]([C:20]3[CH:30]=[CH:29][C:23]([C:24]([O:26]CC)=[O:25])=[CH:22][CH:21]=3)[CH2:16][CH2:15]2)=[CH:10][CH:9]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6].C(O)C.[OH-].[Na+].[ClH:36]>O1CCCC1>[ClH:36].[CH2:1]([O:7][C:8]1[CH:9]=[CH:10][C:11]([N:14]2[CH2:15][CH2:16][N:17]([C:20]3[CH:21]=[CH:22][C:23]([C:24]([OH:26])=[O:25])=[CH:29][CH:30]=3)[CH2:18][CH2:19]2)=[CH:12][CH:13]=1)[CH2:2][CH2:3][CH2:4][CH2:5][CH3:6]

Participants

6

Reactant 4

HCID 313Hydrochloric AcidHCID 702EthanolHCID 14798Sodium HydroxideHCID 22713156Ethyl 4-[4-(4-hexyloxyphenyl)piperazin-1-yl]benzoate

Product 1

HCID 698180334-[4-(4-Hexyloxyphenyl)piperazin-1-yl]benzoic acid hydrochloride

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Procedure

To a solution of ethyl 4-[4-(4-hexyloxyphenyl)piperazin-1-yl]benzoate (2.19 g) in the mixture of ethanol (22 ml) and tetrahydrofuran (22 ml) was added 2N NaOH aq. and refluxed for 5 hours. The reaction mixture was adjusted to pH 1-1.5 with 1N HCl and the resulting precipitate was collected by filtration to give 4-[4-(4-hexyloxyphenyl)piperazin-1-yl]benzoic acid hydrochloride (1.99 g).

Workup

  1. temperaturerefluxed for 5 hours
  2. filtrationthe resulting precipitate was collected by filtration

Sources & evidence

ORD record
ord-3e86966a8f3f47a7befd4b1e441bb695
Source dataset
uspto-grants-2004_06
Patent number
US06743776B2

Reaction notes

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