Hydrochloric Acid → 1-(4-Benzyl-phenyl)-piperazine hydrochloride

HRID 2353232Notes

Reaction equation

HRID 2353232 reaction equation
C(OC([N:8]1[CH2:13][CH2:12][N:11]([C:14]2[CH:19]=[CH:18][C:17]([CH2:20][C:21]3[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=3)=[CH:16][CH:15]=2)[CH2:10][CH2:9]1)=O)(C)(C)C.[ClH:27]>O1CCOCC1>[ClH:27].[CH2:20]([C:17]1[CH:18]=[CH:19][C:14]([N:11]2[CH2:12][CH2:13][NH:8][CH2:9][CH2:10]2)=[CH:15][CH:16]=1)[C:21]1[CH:26]=[CH:25][CH:24]=[CH:23][CH:22]=1

Participants

4

Reactant 2

HCID 313Hydrochloric AcidHCID 574195534-(4-Benzyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester

Product 1

HCID 574195541-(4-Benzyl-phenyl)-piperazine hydrochlorideYield 98%

Reagents, catalysts & solvents 1

HCID 312751,4-DioxaneSolvent

Procedure

To 4-(4-Benzyl-phenyl)-piperazine-1-carboxylic acid tert-butyl ester (1.7 g, 4.8 mmol) was added 4 N HCl in dioxane (25 ml). The reaction solution was stirred at rt for 1 h. The resulting precipitate was collected by filtration and washed with ethyl acetate to furnish the title compound (1.45 g, 98%): MS (ESI) m/z 326 (M+1); 1H NMR (400 MHz, DMSO-d6) δ 3.21 (br, 4H), 3.36 (br, 4H), 3.86 (s, 2H), 6.98 (m, 2H), 7.13-7.21 (m, 5H), 7.25-7.29 (m, 2H).

Workup

  1. filtrationThe resulting precipitate was collected by filtration
  2. washwashed with ethyl acetate

Sources & evidence

ORD record
ord-e0c61622546d4920a936d4d49ca28a50
Source dataset
uspto-grants-2010_07
Patent number
US07750012B2

Reaction notes

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