3-(3-Chlorophenyl)pyrrolidine

Base Information

• Chemical Name: 3-(3-Chlorophenyl)pyrrolidine
• CAS No.: 914299-59-5
• Molecular Formula: C₁₀H₁₂ClN
• Molecular Weight: 181.665
• Hs Code.: 2933990090
• European Community (EC) Number: 885-809-4
• DSSTox Substance ID: DTXSID50592920
• Mol file: 914299-59-5.mol

Synonyms:3-(3-chlorophenyl)pyrrolidine;914299-59-5;3-(3-Chloro-phenyl)-pyrrolidine;(R)-3-(3-Chloro-phenyl)-pyrrolidine;MFCD09027611;1335686-78-6;SCHEMBL2410760;DTXSID50592920;AKOS011639672;AB49213;SB32882;BS-38625;SY262033;3-(3-Chlorophenyl)pyrrolidine, AldrichCPR;DB-013857;EN300-221197;N10839;A904186;F2148-1390

Chemical Property of 3-(3-Chlorophenyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0.00531mmHg at 25°C
• Boiling Point: 274.7°C at 760 mmHg
• PKA: 9.96±0.10(Predicted)
• Flash Point: 120°C
• PSA: 12.03000
• Density: 1.129g/cm³
• LogP: 2.74570
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 181.0658271
• Heavy Atom Count: 12
• Complexity: 149

Purity/Quality:

98%min ^*data from raw suppliers

3-(3-Chloro-phenyl)-pyrrolidine 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CNCC1C2=CC(=CC=C2)Cl
• Uses: 3-(3-Chlorophenyl)pyrrolidine is used as a reactant in the preparation of 3-(3-aryl-pyrrolidin-1-yl)-5-aryl-1,2,4-triazines that have antibacterial activity and also inhibit inorganic pyrophosphatase.

Technology Process of 3-(3-Chlorophenyl)pyrrolidine

There total 6 articles about 3-(3-Chlorophenyl)pyrrolidine 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:

3-(3-chlorophenyl)pyrrolidine-2,5-dione (74208-83-6) → C10H12ClN (914299-59-5)

Guidance literature:

With borane-THF; In tetrahydrofuran; at 0 ℃; for 3.5h; Inert atmosphere; Reflux;

DOI:10.1016/j.bmc.2013.11.011

Reference yield:

4-chloro-8-thia-9-azatricyclo[7.2.1.02,7]dodeca-2(7),3,5-triene 8,8-dioxide → C10H12ClN (914299-59-5)

Guidance literature:

4-chloro-8-thia-9-azatricyclo[7.2.1.0^2,7]dodeca-2⁽⁷⁾,3,5-triene 8,8-dioxide; With titanium(IV) isopropylate; chloro-trimethyl-silane; magnesium; In tetrahydrofuran; at 80 - 100 ℃; for 15h; Inert atmosphere;

With sodium fluoride; sodium hydroxide; In tetrahydrofuran; diethyl ether; water; at 20 ℃; for 0.5h; Inert atmosphere;

DOI:10.1021/acs.joc.8b02827

Reference yield:

m-Chlorobenzaldehyde (587-04-2) → C10H12ClN (914299-59-5)

Guidance literature:

Multi-step reaction with 5 steps

1: piperidine / toluene / 5 h / Reflux; Dean-Stark

2: water; ethanol / 70 °C

3: hydrogenchloride; water / Reflux

4: urea / 5,5-dimethyl-1,3-cyclohexadiene / Reflux

5: borane-THF / tetrahydrofuran / 3.5 h / 0 °C / Inert atmosphere; Reflux

With piperidine; hydrogenchloride; borane-THF; water; urea; In tetrahydrofuran; 5,5-dimethyl-1,3-cyclohexadiene; ethanol; water; toluene; 1: |Knoevenagel Condensation / 2: |Michael Addition;

DOI:10.1016/j.bmc.2013.11.011

upstream raw materials:

m-Chlorobenzaldehyde

diethyl m-chlorobenzylidenemalonate

3-(3-Chloro-phenyl)-3-cyano-propionic acid ethyl ester

2-(3-chlorophenyl)succinic acid

Refernces

• 1、 Lv, Wei,Banerjee, Biplab,Molland, Katrina L.,Seleem, Mohamed N.,Ghafoor, Adil,Hamed, Maha I.,Wan, Baojie,Franzblau, Scott G.,Mesecar, Andrew D.,Cushman, Mark. "Synthesis of 3-(3-aryl-pyrrolidin-1-yl)-5-aryl-1,2,4-triazines that have antibacterial activity and also inhibit inorganic pyrophosphatase". . p. 406 - 418. Retrieved 2014/01/17.