ChemicalBook CAS DataBase List 1-(4-Chlorobenzhydryl)piperazine

1-(4-Chlorobenzhydryl)piperazine synthesis

6synthesis methods

Product Name:1-(4-Chlorobenzhydryl)piperazine
CAS Number:303-26-4
Molecular formula:C17H19ClN2
Molecular Weight:286.8

Preparation of 1-[(4-chlorophenyl)phenylmethyl]piperazine. (CPMP)
About 0.5 mL of DMF, 0.1 g of KI and 10 g (0.12 mol) of piperazine were mixed with 15 mL of toluene and heated to 80oC for 0.5 h. This mixture at 80oC was mixed with 4-CBC in toluene and the temperature was maintained at 80oC for a period of 2 h followed by refluxing at the same temperature for 12h. The reaction mixture was then cooled to 20oC. The toluene layer was washed twice with 20 mL of water and treated with HCl (15 mL conc. HCl in 5mL of water) at 5-10oC. The reaction mixture was filtered and the aqueous layer was separated from the filtrate. About 10 mL of toluene and 10 mL of methylene dichloride (MDC) washes were given to the aqueous layer and neutralized with 22 mL of 30 % NaOH solution at 10oC and maintained at 20oC for 2h. The solid compound formed was filtered, sucked and dried at 50oC for 3 h.Yield: 92 %; m.p: 63-65oC.

110-85-0 Synthesis

110-85-0
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$5.00/5 g

134-83-8
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$10.00/1g

303-26-4
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$13.60/250mg

Yield:303-26-4 57%

Reaction Conditions:

with K₂CO₃;Ki in dichloromethane;butanone

Steps:

1.C C.
C. Synthesis of 1-[(4-Chloro-phenyl)-phenyl-methyl]-piperazine A mixture of 1-chloro-4-(chloro-phenyl-methyl)-benzene (4.12 g, 17.4 mmol) in butanone (20 ml), anhydrous piperazine (5.98 g, 69.6 mmol), anhydrous K₂CO₃ (2.40 g, 17.4 mmol) and KI (2.88 g, 17.4 mmol) was refluxed under nitrogen for 18 hours. The mixture was then cooled and filtered and the solvent removed in vacuo. The residue was dissolved in CH₂Cl₂ (100 ml) and washed with water (30 ml). Drying and removal of the solvent followed by chromatography (CH₂Cl₂:CH₃OH:NH₄OH 90:10:0.5) afforded desired product in 57% yield.

References:

NeuroMed technologies, Inc. US2004/34035, 2004, A1

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