N-(2-Methoxyphenyl)piperazine hydrochloride → 1-(2-Methoxyphenyl)piperazine

HRID 1057392Notes

Reaction equation

HRID 1057392 reaction equation
Cl.[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1>O>[CH3:2][O:3][C:4]1[CH:9]=[CH:8][CH:7]=[CH:6][C:5]=1[N:10]1[CH2:15][CH2:14][NH:13][CH2:12][CH2:11]1

Participants

3

Reactant 1

HCID 9899402N-(2-Methoxyphenyl)piperazine hydrochloride

Product 1

HCID 13461-(2-Methoxyphenyl)piperazineYield 96%

Reagents, catalysts & solvents 1

HCID 962WaterSolvent

Procedure

To a solution of 25.00 g (0.1093 mol) of 1-(2′-methoxyphenyl)piperazine hydrochloride in 42 mL of water was added 14.5 mL (0.109 mol) of concentrated (29.4%) NH4OH (aq) (pH=9). The mixture was extracted twice with 250 mL of 1:1 (v/v) of THF:toluene. The organic extracts were combined, dried over MgSO4, gravity filtered and concentrated to afford 20.17 g (96.00%) of 1-(2′-methoxyphenyl)piperazine as a pale green oil:

Workup

  1. concentrationof concentrated (29.4%) NH4OH (aq) (pH=9)
  2. extractionThe mixture was extracted twice with 250 mL of 1:1 (v/v) of THF
  3. dry with materialdried over MgSO4, gravity
  4. filtrationfiltered
  5. concentrationconcentrated

Sources & evidence

ORD record
ord-ede1f119015d490da380ae2993e24f1a
Source dataset
uspto-grants-2003_02
Patent number
US06514976B2

Reaction notes

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