1-Piperazineethanol,4-[(4-chlorophenyl)phenylmethyl]- supplier

Name
4-[(4-CHLOROPHENYL)PHENYLMETHYL]-1-PIPERAZINEETHANOL DIHYDROCHLORIDE
EINECS
CAS No. 109806-71-5
Article Data8
CAS DataBase
Density 1.191 g/cm³
Solubility
Melting Point
Formula C₁₉H₂₃ClN₂O
Boiling Point 461.1 °C at 760 mmHg
Molecular Weight 330.857
Flash Point 232.7 °C
Transport Information
Appearance
Safety
Risk Codes
Molecular Structure
Hazard Symbols
Synonyms 1-Piperazineethanol,4-(p-chloro-a-phenylbenzyl)-(6CI);2-[4-[(4-Chlorophenyl)phenylmethyl]piperazin-1-yl]ethanol;2-{4-[(4-Chlorophenyl)phenylmethyl]piperazinyl}ethan-1-ol;
PSA 26.71000
LogP 4.51910

Synthetic route

: 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol dihydrochloride

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
With sodium carbonate In water; toluene at 25℃; Heating / reflux;	95%
With sodium hydroxide In water; toluene at 55 - 60℃;
With water In toluene

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 134-83-8
1-chloro-4-(chloro(phenyl)methyl)benzene

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
at 130℃;

: 303-26-4
N-(4-chlorobenzhydryl)piperazine

: 540-51-2
2-bromoethanol

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
With TEA In toluene Alkylation;

: 303-26-4
N-(4-chlorobenzhydryl)piperazine

: 107-07-3
2-chloro-ethanol

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
With triethylamine In toluene Heating / reflux;
With triethylamine at 110℃;

: 119-56-2
(4-chlorophenyl)phenylmethanol

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / toluene / 1 h / 85 - 90 °C / Large scale reaction 2.1: toluene / 3 h / 80 °C / Large scale reaction 2.2: pH 1 / Large scale reaction 3.1: water / toluene View Scheme

: 134-83-8
1-chloro-4-(chloro(phenyl)methyl)benzene

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: toluene / 3 h / 80 °C / Large scale reaction 1.2: pH 1 / Large scale reaction 2.1: water / toluene View Scheme

: 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol dihydrochloride

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
With sodium carbonate In water; toluene at 25℃; Heating / reflux;	95%
With sodium hydroxide In water; toluene at 55 - 60℃;
With water In toluene

: 103-76-4
1-(2-hydroxyethyl)piperazine

: 134-83-8
1-chloro-4-(chloro(phenyl)methyl)benzene

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
at 130℃;

: 303-26-4
N-(4-chlorobenzhydryl)piperazine

: 540-51-2
2-bromoethanol

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
With TEA In toluene Alkylation;

: 303-26-4
N-(4-chlorobenzhydryl)piperazine

: 107-07-3
2-chloro-ethanol

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
With triethylamine In toluene Heating / reflux;
With triethylamine at 110℃;

: 119-56-2
(4-chlorophenyl)phenylmethanol

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1.1: thionyl chloride / toluene / 1 h / 85 - 90 °C / Large scale reaction 2.1: toluene / 3 h / 80 °C / Large scale reaction 2.2: pH 1 / Large scale reaction 3.1: water / toluene View Scheme

: 134-83-8
1-chloro-4-(chloro(phenyl)methyl)benzene

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: toluene / 3 h / 80 °C / Large scale reaction 1.2: pH 1 / Large scale reaction 2.1: water / toluene View Scheme

: 134-85-0
4-chlorobenzophenone

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: water; Aliquat 336 / toluene / 20 °C / Large scale reaction 1.2: 5 h / 50 °C / Large scale reaction 2.1: thionyl chloride / toluene / 1 h / 85 - 90 °C / Large scale reaction 3.1: toluene / 3 h / 80 °C / Large scale reaction 3.2: pH 1 / Large scale reaction 4.1: water / toluene View Scheme

: 83881-52-1
cetirizine dihydrochloride

A: 1247549-57-0
2-(piperazin-1-yl)acetaldehyde

B: 831-81-2
4-chlorophenyl(phenyl)methane

C: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

Conditions

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

...Expand

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 2032-35-1
Bromoacetaldehyde diethyl acetal

: 290362-10-6
2-{2-[4-[(4-chlorophenyl)phenylmethyl]-1-piperazinyl]ethoxy}acetaldehyde diethylacetal

Conditions

Conditions	Yield
Stage #1: 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol With sodium hydride In tetrahydrofuran at 50℃; for 0.333333h; Stage #2: Bromoacetaldehyde diethyl acetal In tetrahydrofuran at 50 - 90℃; for 10h; Stage #3: With water In tetrahydrofuran	96.7%

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 3926-62-3
sodium monochloroacetic acid

: 83881-52-1
cetirizine dihydrochloride

Conditions

Conditions	Yield
Stage #1: 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol; sodium monochloroacetic acid With sodium hydroxide In water; dimethyl sulfoxide; toluene at 30 - 35℃; for 14 - 18h; Stage #2: With hydrogenchloride In water; acetone at 20℃;	87.4%

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 102163-64-4
1-(2-chloroethyl)-4-[(4-chlorophenyl)(phenyl)methyl]piperazine

Conditions

Conditions	Yield
With pyridine; thionyl chloride for 16h; Reflux;	30%
With thionyl chloride at 60℃;
With thionyl chloride for 6h; Reflux;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

CH3CH2CH(halide)-CO2H: CH3CH2CH(halide)-CO2H

: 2-(2-{4-[(4-chloro-phenyl)-phenyl-methyl]-piperazin-1-yl}-ethoxy)-butyric acid

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol Etherification;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

(m-OCH3)-C6H4-CH2-halide: (m-OCH3)-C6H4-CH2-halide

: 1-[(4-chloro-phenyl)-phenyl-methyl]-4-[2-(3-methoxy-benzyloxy)-ethyl]-piperazine

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol Etherification;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

(p-OCH3)-C6H4-CH2-halide: (p-OCH3)-C6H4-CH2-halide

: 1-[(4-chloro-phenyl)-phenyl-methyl]-4-[2-(4-methoxy-benzyloxy)-ethyl]-piperazine

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol Etherification;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

(p-isopropyl)-C6H4-CH2-halide: (p-isopropyl)-C6H4-CH2-halide

: 1-[(4-chloro-phenyl)-phenyl-methyl]-4-[2-(4-isopropyl-benzyloxy)-ethyl]-piperazine

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol Etherification;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

halide-CH(Ph)-CO2H: halide-CH(Ph)-CO2H

: 2-(2-{4-[(4-chloro-phenyl)-phenyl-methyl]-piperazin-1-yl}-ethoxy)-3-phenyl-propionic acid

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol Etherification;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

(2-naphthyl)-CH2-halide: (2-naphthyl)-CH2-halide

: 1-[(4-chloro-phenyl)-phenyl-methyl]-4-[2-(naphthalen-2-ylmethoxy)-ethyl]-piperazine

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol Etherification;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

(1-naphthyl)-CH2-halide: (1-naphthyl)-CH2-halide

: 1-[(4-chloro-phenyl)-phenyl-methyl]-4-[2-(naphthalen-1-ylmethoxy)-ethyl]-piperazine

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol Etherification;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

halide-CH2-p-C6H4-CH2CO2H: halide-CH2-p-C6H4-CH2CO2H

: [4-(2-{4-[(4-chloro-phenyl)-phenyl-methyl]-piperazin-1-yl}-ethoxymethyl)-phenyl]-acetic acid

Conditions

Conditions	Yield
With potassium tert-butylate In tert-butyl alcohol Etherification;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 705289-61-8
(+)-[2-[4-[(4-chlorophenyl)-phenyl methyl]-1-piperazinyl]]ethanol

Conditions

Conditions	Yield
at 25℃; Resolution of racemate;	n/a

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 3926-62-3
sodium monochloroacetic acid

: 83881-51-0
cetirizine

Conditions

Conditions	Yield
Stage #1: 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol; sodium monochloroacetic acid With potassium hydroxide In DMF (N,N-dimethyl-formamide) at 153℃; for 4 - 5h; Stage #2: With hydrogenchloride In DMF (N,N-dimethyl-formamide); water pH=4.0 - 4.5;
Stage #1: 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol; sodium monochloroacetic acid With potassium hydroxide In DMF (N,N-dimethyl-formamide) at 25 - 35℃; for 10 - 12h; Stage #2: With hydrogenchloride; water at 25 - 35℃; pH=5 - 5.5;
With sodium hydroxide In dimethyl sulfoxide at 20 - 40℃; for 20h; Product distribution / selectivity;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 79-11-8
chloroacetic acid

: 83881-51-0
cetirizine

Conditions

Conditions	Yield
With sodium hydroxide In water; dimethyl sulfoxide; toluene at 30 - 35℃; for 20h; Product distribution / selectivity;

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 1275578-39-6
1-[(4-chlorophenyl)(phenyl)methyl]-4-[2-(1H-1,2,4-triazole-1-yl)ethyl]piperazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine; thionyl chloride / 16 h / Reflux 2: tetraethylammonium iodide; potassium carbonate; sodium hydroxide / acetonitrile / 24 h / Reflux View Scheme

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 1345892-34-3
1-[(4-chlorophenyl)(phenyl)methyl]-4-[2-(1H-imidazol-1-yl)ethyl]piperazine

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: pyridine; thionyl chloride / 16 h / Reflux 2: tetraethylammonium iodide; potassium carbonate; sodium hydroxide / acetonitrile / 38 h / Reflux View Scheme

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 83881-52-1
cetirizine dihydrochloride

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1.1: sodium methylate / toluene / 10 - 15 °C / Inert atmosphere; Large scale reaction 1.2: 2 h / 50 - 60 °C / Large scale reaction 2.1: water; sodium hydroxide / 3 h / Reflux; Large scale reaction View Scheme

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 2675-89-0
2-chloro-N,N-dimethylacetamide

: 2-(2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethoxy)-N,N-dimethylacetamide dihydrochloride

Conditions

Conditions	Yield
Stage #1: 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol With sodium methylate In toluene at 10 - 15℃; Inert atmosphere; Large scale reaction; Stage #2: 2-chloro-N,N-dimethylacetamide at 50 - 60℃; for 2h; Large scale reaction; Stage #3: With hydrogenchloride In water

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: 1-((4-chlorophenyl)(phenyl)methyl)-4-(2-(piperazin-1-yl)ethyl)piperazine

Conditions

Conditions	Yield
Multi-step reaction with 3 steps 1: thionyl chloride / 60 °C 2: potassium carbonate / N,N-dimethyl-formamide / 80 °C 3: hydrogenchloride / methanol / 50 °C View Scheme
Multi-step reaction with 3 steps 1: thionyl chloride / 6 h / Reflux 2: potassium carbonate / 4 h / Reflux 3: hydrogenchloride / water / 2 h / 20 °C View Scheme

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: (Z)-5-((4-(2-(4-((4-chlorophenyl)(phenyl)methyl)piperazin-1-yl)ethyl)piperazin-1-yl)methylene)thiazolidine-2,4-dione

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1.1: thionyl chloride / 60 °C 2.1: potassium carbonate / N,N-dimethyl-formamide / 80 °C 3.1: hydrogenchloride / methanol / 50 °C 4.1: triethylamine / acetonitrile 4.2: 45 °C View Scheme

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: C28H39ClN4O2

Conditions

Conditions	Yield
Multi-step reaction with 2 steps 1: thionyl chloride / 60 °C 2: potassium carbonate / N,N-dimethyl-formamide / 80 °C View Scheme
Multi-step reaction with 2 steps 1: thionyl chloride / 6 h / Reflux 2: potassium carbonate / 4 h / Reflux View Scheme

: 109806-71-5
2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethan-1-ol

: C25H35ClN4O

Conditions

Conditions	Yield
Multi-step reaction with 4 steps 1: thionyl chloride / 6 h / Reflux 2: potassium carbonate / 4 h / Reflux 3: hydrogenchloride / water / 2 h / 20 °C 4: triethylamine / toluene / 8 h / Reflux View Scheme

1-Piperazineethanol,4-[(4-chlorophenyl)phenylmethyl]- Specification

The 1-Piperazineethanol,4-[(4-chlorophenyl)phenylmethyl]-, with the CAS registry number 109806-71-5, is also known as 2-{4-[(4-chlorophenyl)phenylmethyl]piperazinyl}ethan-1-ol. This chemical's molecular formula is C₁₉H₂₃ClN₂O and molecular weight is 330.85. What's more, its systematic name is 2-{4-[(4-chlorophenyl)(phenyl)methyl]piperazin-1-yl}ethanol.

Physical properties of 1-Piperazineethanol,4-[(4-chlorophenyl)phenylmethyl]- are: (1)ACD/LogP: 2.73; (2)# of Rule of 5 Violations: 0; (3)#H bond acceptors: 3; (4)#H bond donors: 1; (5)#Freely Rotating Bonds: 6; (6)Polar Surface Area: 15.71 Å²; (7)Index of Refraction: 1.599; (8)Molar Refractivity: 94.9 cm³; (9)Molar Volume: 277.7 cm³; (10)Surface Tension: 48.5 dyne/cm; (11)Density: 1.191 g/cm³; (12)Flash Point: 232.7 °C; (13)Enthalpy of Vaporization: 76.07 kJ/mol; (14)Boiling Point: 461.1 °C at 760 mmHg; (15)Vapour Pressure: 2.67E-09 mmHg at 25°C.

You can still convert the following datas into molecular structure:
(1)SMILES: Clc1ccc(cc1)C(c2ccccc2)N3CCN(CC3)CCO
(2)InChI: InChI=1S/C19H23ClN2O/c20-18-8-6-17(7-9-18)19(16-4-2-1-3-5-16)22-12-10-21(11-13-22)14-15-23/h1-9,19,23H,10-15H2
(3)InChIKey: ZJQSBXXYLQGZBR-UHFFFAOYSA-N

Product Name

4-[(4-CHLOROPHENYL)PHENYLMETHYL]-1-PIPERAZINEETHANOL DIHYDROCHLORIDE

Synthetic route

1-Piperazineethanol,4-[(4-chlorophenyl)phenylmethyl]- Specification

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