1-(3-Bromophenyl)pyrrolidine

Base Information

• Chemical Name: 1-(3-Bromophenyl)pyrrolidine
• CAS No.: 219928-13-9
• Molecular Formula: C10H12BrN
• Molecular Weight: 226.116
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID80426845
• Nikkaji Number: J1.135.665F
• Wikidata: Q82239643
• Mol file: 219928-13-9.mol

Synonyms:1-(3-bromophenyl)pyrrolidine;219928-13-9;1-(3-Bromo-phenyl)-pyrrolidine;n-(3-bromophenyl)pyrrolidine;SCHEMBL1353556;DTXSID80426845;SKCNYQBWULWGAP-UHFFFAOYSA-N;AMY32803;MFCD04112531;AKOS015834581;FS-3540;SB62027;A4717;CS-0044975;FT-0686443;EN300-314361;W-206698

Chemical Property of 1-(3-Bromophenyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0.000794mmHg at 25°C
• Refractive Index: 1.591
• Boiling Point: 306 °C at 760 mmHg
• Flash Point: 138.9 °C
• PSA: 3.24000
• Density: 1.411 g/cm³
• LogP: 3.11430
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 225.01531
• Heavy Atom Count: 12
• Complexity: 143

Purity/Quality:

99.3% ^*data from raw suppliers

1-(3-Bromophenyl)pyrrolidine ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)C2=CC(=CC=C2)Br

Technology Process of 1-(3-Bromophenyl)pyrrolidine

There total 5 articles about 1-(3-Bromophenyl)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: 99.0%

pyrrolidine (123-75-1) + 1,3-dibromobenzene (108-36-1) → 1-(3-bromophenyl)-pyrrolidine (219928-13-9)

Guidance literature:

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate; In toluene; at 80 ℃; for 4.5h; Sealed tube;

DOI:10.1016/j.bmc.2017.10.015

Reference yield: 91.0%

1,4-dibromo-butane (110-52-1) + m-Bromoaniline (591-19-5) → 1-(3-bromophenyl)-pyrrolidine (219928-13-9)

Guidance literature:

With potassium carbonate; potassium iodide; In acetonitrile; at 90 ℃; for 12h;

DOI:10.1021/jacs.5b05086

Reference yield: 79.0%

cis,trans-2,5-dimethoxytetrahydrofuran (696-59-3) + m-Bromoaniline (591-19-5) → 1-(3-bromophenyl)-1H-pyrrole (107302-22-7) + 1-(3-bromophenyl)-pyrrolidine (219928-13-9)

Guidance literature:

With sodium tetrahydroborate; sulfuric acid; water; In tetrahydrofuran; methanol; at 10 - 20 ℃; for 1.5h; Yield given;

DOI:10.1055/s-1999-3685

upstream raw materials:

cis,trans-2,5-dimethoxytetrahydrofuran

m-Bromoaniline

pyrrolidine

1,3-dibromobenzene

Downstream raw materials:

6-[3-(pyrrolidin-1-yl)phenyl]quinoxaline

C₁₃H₁₉NO

Refernces

• 1、 Bunch, Lennart,Cetin, Adnan,Staudt, Markus. "Transition Metal-Free Synthesis of meta-Bromo- and meta-Trifluoromethylanilines from Cyclopentanones by a Cascade Reaction". supporting information. . Retrieved 2022/02/10.
• 2、 -. "Lysosome targeted staining reagent based on carbon atom rhodamine derivative skeleton as well as preparation method and application of lysosome targeted staining reagent". Paragraph 0047; 0081-0086. . Retrieved 2021/03/18.