4-((4-Chlorophenyl)phenylmethyl)-1-piperazineethanol

Base Information

• Chemical Name: 4-((4-Chlorophenyl)phenylmethyl)-1-piperazineethanol
• CAS No.: 109806-71-5
• Molecular Formula: C19H23ClN2O
• Molecular Weight: 330.857
• Hs Code.: 2933599090
• European Community (EC) Number: 600-928-1
• UNII: PGV947X9B1
• DSSTox Substance ID: DTXSID501196065
• Nikkaji Number: J1.949.188I
• Wikidata: Q27286550
• Mol file: 109806-71-5.mol

Synonyms:109806-71-5;Cetirizine ethanol;4-((4-Chlorophenyl)phenylmethyl)-1-piperazineethanol;Cetirizine impurity G;2-[4-[(4-chlorophenyl)-phenylmethyl]piperazin-1-yl]ethanol;2-[4-[(4-Chlorophenyl)(phenyl)methyl]-1-piperazinyl]ethanol;UNII-PGV947X9B1;PGV947X9B1;2-[4-[(4-Chlorophenyl)phenylmethyl]piperazin-1-yl]ethanol;1-Piperazineethanol, 4-((4-chlorophenyl)phenylmethyl)-;2-(4-((4-Chlorophenyl)phenylmethyl)piperazin-1-yl)ethanol;Cetirizine dihydrochloride impurity G [EP];(+/-)-2-(4-((4-Chlorophenyl)phenylmethyl)piperazin-1-yl)ethan-1-ol;(RS)-2-(4-((4-Chlorophenyl)phenylmethyl)piperazin-1-yl)ethan-1-ol;4-(p-Chloro-alpha-phenylbenzyl)-1-piperazineethanol;1-Piperazineethanol, 4-(p-chloro-alpha-phenylbenzyl)-;(R)-De(carboxymethyl) Cetirizine Ethanol Dihydrochloride;2-[4-[(4-chlorophenyl)-phenylmethyl]-1-piperazinyl]ethanol;2-[4-[(4-chlorophenyl)-phenyl-methyl]piperazin-1-yl]ethanol;SCHEMBL1405261;UCB-P026;ZJQSBXXYLQGZBR-UHFFFAOYSA-N;DTXSID501196065;2-{4-[(4-Chloro-phenyl)-phenyl-methyl]-piperazin-1-yl}-ethanol;MFCD12870433;AKOS015900402;AC-5591;SY045315;4-(4-Chlorobenzhydryl)piperazine-1-ethanol;CS-0166216;FT-0642682;FT-0665540;H11410;4-(p-Chloro-|A-phenylbenzyl)-1-piperazineethanol;A802089;A1-50251;Q27286550;CETIRIZINE DIHYDROCHLORIDE IMPURITY G [EP IMPURITY];{2-[4-(alpha-phenyl-p-chlorobenzyl)piperazin-1-yl]}ethanol;2-[4-[(4-Chlorophenyl)-phenyl methyl]-1-piperazinyl] ethanol;2-[4-[(4-Chlorophenyl)-phenyl methyl]-1-piperazinyl]ethanol;1-PIPERAZINEETHANOL, 4-(P-CHLORO-.ALPHA.-PHENYLBENZYL)-;2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol;2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethanol? (Cetirizine Impurity

Chemical Property of 4-((4-Chlorophenyl)phenylmethyl)-1-piperazineethanol

Chemical Property:

• Boiling Point: 461.1 °C at 760 mmHg
• PKA: 14.96±0.10(Predicted)
• Flash Point: 232.7 °C
• PSA: 26.71000
• Density: 1.191 g/cm³
• LogP: 4.51910
• Storage Temp.: Hygroscopic, -20°C Freezer, Under inert atmosphere
• Solubility.: Ethyl Acetate (Slightly), Methanol (Slightly)
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 330.1498911
• Heavy Atom Count: 23
• Complexity: 332

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-(p-Chloro-α-phenylbenzyl)-1-piperazineethanol ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CN(CCN1CCO)C(C2=CC=CC=C2)C3=CC=C(C=C3)Cl
• Uses: 2-[4-[(4-Chlorophenyl)phenylmethyl]-1-piperazinyl]ethanol is an impurity of (R)-Cetirizine (C281106). 4-(p-Chloro-α-phenylbenzyl)-1-piperazineethanol is used in the synthesis of antifungal triazole and imidazole derivatives. Impurity of an intermediate in the formation of Cetrizine.

Technology Process of 4-((4-Chlorophenyl)phenylmethyl)-1-piperazineethanol

There total 8 articles about 4-((4-Chlorophenyl)phenylmethyl)-1-piperazineethanol which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 95.0%

2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol dihydrochloride (1177093-13-8,728948-88-7) → 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol (109806-71-5)

Guidance literature:

With sodium carbonate; In water; toluene; at 25 ℃; Heating / reflux;

Reference yield:

cetirizine dihydrochloride (83881-52-1,130018-87-0,163837-48-7) → 2-(piperazin-1-yl)acetaldehyde (1247549-57-0) + 4-chlorophenyl(phenyl)methane (831-81-2) + 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol (109806-71-5)

Guidance literature:

With laccase from Aspergillus oryzae; In aq. phosphate buffer; at 60 ℃; pH=6; pH-value; Temperature; Sonication; Enzymatic reaction;

DOI:10.1016/j.ultsonch.2014.10.016

Reference yield:

N-(4-chlorobenzhydryl)piperazine (303-26-4) + 2-chloro-ethanol (107-07-3) → 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol (109806-71-5)

Guidance literature:

With triethylamine; In toluene; Heating / reflux;

upstream raw materials:

1-(2-hydroxyethyl)piperazine

1-chloro-4-(chloro(phenyl)methyl)benzene

N-(4-chlorobenzhydryl)piperazine

2-bromoethanol

Downstream raw materials:

cetirizine dihydrochloride

1-(2-chloroethyl)-4-[(4-chlorophenyl)(phenyl)methyl]piperazine

1-[(4-chlorophenyl)(phenyl)methyl]-4-[2-(1H-imidazol-1-yl)ethyl]piperazine

1-[(4-chlorophenyl)(phenyl)methyl]-4-[2-(1H-1,2,4-triazole-1-yl)ethyl]piperazine

Refernces

• 1、 Mohanty, Sandeep,Reddy, Sandeep G.,Ramadevi,Karmakar, Arun Chandra. "An assembly of structurally diverse small and simple 5-aminomethylene derivatives of 2,4-thiazolidinedione and studies of their biological activity". . p. 4037 - 4049. Retrieved 2015/11/02.
• 2、 -. "Process for obtaining cetirizine dihydrochloride". Page/Page column 3. . Retrieved 2009/02/11.