1-(3-Bromobenzyl)pyrrolidine

Base Information

• Chemical Name: 1-(3-Bromobenzyl)pyrrolidine
• CAS No.: 168820-15-3
• Molecular Formula: C11H14BrN
• Molecular Weight: 240.143
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID20586174
• Wikidata: Q82478247
• Mol file: 168820-15-3.mol

Synonyms:1-(3-BROMOBENZYL)PYRROLIDINE;168820-15-3;1-[(3-bromophenyl)methyl]pyrrolidine;Pyrrolidine, 1-[(3-bromophenyl)methyl]-;MFCD06080721;1-[(3-Bromophenyl)methyl]-pyrrolidine;SCHEMBL9025487;DTXSID20586174;AKOS000320668;AM86684;AS-64133;SY316887;DB-029178;CS-0060803;EN300-261048;W17421

Chemical Property of 1-(3-Bromobenzyl)pyrrolidine

Chemical Property:

• Vapor Pressure: 0.003mmHg at 25°C
• Refractive Index: 1.591
• Boiling Point: 284.294 °C at 760 mmHg
• PKA: 9?+-.0.20(Predicted)
• Flash Point: 125.737 °C
• PSA: 3.24000
• Density: 1.378 g/cm³
• LogP: 2.98280
• Storage Temp.: 2-8°C
• XLogP3: 3.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 239.03096
• Heavy Atom Count: 13
• Complexity: 154

Purity/Quality:

98%min ^*data from raw suppliers

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

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCN(C1)CC2=CC(=CC=C2)Br

Technology Process of 1-(3-Bromobenzyl)pyrrolidine

There total 4 articles about 1-(3-Bromobenzyl)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: 93.0%

(3-Bromophenyl)methanol (15852-73-0) + rac-Pro-OH (609-36-9,25191-13-3,37159-97-0,4305-67-3,4607-28-7) → 1-(3-bromobenzyl)pyrrolidine (168820-15-3)

Guidance literature:

With bis[dichloro(pentamethylcyclopentadienyl)iridium(III)]; sodium hydrogencarbonate; In toluene; at 110 ℃; for 24h; Inert atmosphere;

DOI:10.1055/s-0033-1340474

Reference yield:

pyrrolidine (123-75-1) + m-bromobenzoic aldehyde (3132-99-8) → 1-(3-bromobenzyl)pyrrolidine (168820-15-3)

Guidance literature:

pyrrolidine; m-bromobenzoic aldehyde; In ethanol; at 15 - 20 ℃; for 2h;

With sodium tetrahydroborate; In ethanol; at 20 - 35 ℃;

Reference yield:

(3-bromophenyl)(pyrrolidin-1-yl)methanone (346721-91-3) → 1-(3-bromobenzyl)pyrrolidine (168820-15-3)

Guidance literature:

With m-bromobenzoic acid; phenylsilane; zinc diacetate; In toluene; at 110 ℃; for 2h;

DOI:10.1039/d0sc02271c

upstream raw materials:

(3-Bromophenyl)methanol

rac-Pro-OH

pyrrolidine

m-bromobenzoic aldehyde

Downstream raw materials:

ethyl 2-((6-amino-2-butoxy-5-nitropyrimidin-4-yl)(3-(pyrrolidin-1-ylmethyl)benzyl)amino)acetate

3-(pyrrolidin-1′-ylmethyl)-benzaldehyde

Refernces

• 1、 Muralirajan, Krishnamoorthy,Kancherla, Rajesh,Rueping, Magnus. "Dehydrogenative Aromatization and Sulfonylation of Pyrrolidines: Orthogonal Reactivity in Photoredox Catalysis". supporting information. p. 14787 - 14791. Retrieved 2018/10/20.
• 2、 Wu, Jiashou,Jiang, Huajiang,Chen, Dingben,Shen, Jianfen,Zhao, Datong,Xiang, Jing,Zhou, Qizhong. "Iridium-catalyzed decarboxylative N-alkylation of α-amino acids with primary alcohols". . p. 539 - 542. Retrieved 2014/03/21.