Hydrochloric Acid → 1-Methyl-3-phenylpiperazine--hydrogen chloride (1/2)

HRID 622778Notes

Reaction equation

[C:1]1([CH:7]2[CH2:12][NH:11][CH2:10][CH2:9][NH:8]2)[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[CH2:13](N(CC)CC)C.CI.[ClH:22]>CC(C)=O.CCOCC.CO>[ClH:22].[ClH:22].[CH3:13][N:11]1[CH2:10][CH2:9][NH:8][CH:7]([C:1]2[CH:2]=[CH:3][CH:4]=[CH:5][CH:6]=2)[CH2:12]1

Participants

Conditions

Temperature: 0 °C

Procedure

To an ice-cooled stirred solution of 5.45 g (0.033 mol) of 2-phenylpiperazine and 5.3 g (0.53 mol) of triethylamine in 580 ml of acetone was added dropwise over 20 minutes a solution of 4.8 g (0.033 mol) of methyl iodide in 20. ml of acetone. The resulting mixture was stirred at 0° C. for 1 h and then allowed to gradually warm to ambient temperature over 3 hours. The residue obtained upon concentration of the reaction mixture was dissolved in 200 ml of ether and treated with a solution of methanol and ether saturated with gaseous hydrochloric acid to give 4.5 g (54%) of 1-methyl-3-phenylpiperazine dihydrochloride as a white solid.

Workup

temperatureto gradually warm to ambient temperature over 3 hours
customThe residue obtained upon concentration of the reaction mixture

Sources & evidence

ORD record: ord-258c299a8c394da1ab5422ddb3fbd287
Source dataset: uspto-grants-1988_09
DOI: 10.6084/m9.figshare.5104873.v1
Patent number: US04772705

Reaction notes

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