1-Benzylpyrrolidine

Base Information

• Chemical Name: 1-Benzylpyrrolidine
• CAS No.: 29897-82-3
• Molecular Formula: C11H15 N
• Molecular Weight: 161.247
• Hs Code.: 2933990090
• European Community (EC) Number: 249-936-3
• DSSTox Substance ID: DTXSID30184009
• Nikkaji Number: J286.985C
• Wikidata: Q83054879
• ChEMBL ID: CHEMBL2030631
• Mol file: 29897-82-3.mol

Synonyms:1-benzylpyrrolidine

Chemical Property of 1-Benzylpyrrolidine

Chemical Property:

• Vapor Pressure: 0.0875mmHg at 25°C
• Melting Point: 125.5-128.0 °C(Solv: water (7732-18-5))
• Refractive Index: 1.526-1.528
• Boiling Point: 225.2°C at 760 mmHg
• PKA: pK1: 9.51(+1) (25°C)
• Flash Point: 81.8°C
• PSA: 3.24000
• Density: 1.019g/cm³
• LogP: 2.22030
• Storage Temp.: 2-8°C
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 161.120449483
• Heavy Atom Count: 12
• Complexity: 121

Purity/Quality:

98%min ^*data from raw suppliers

1-Benzylpyrrolidine ^*data from reagent suppliers

Safty Information:

• Hazard Codes: C
• Statements: 34
• Safety Statements: 45-36/37/39-25

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of 1-Benzylpyrrolidine

There total 67 articles about 1-Benzylpyrrolidine 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) + benzaldehyde (100-52-7) → N-benzylpyrrolidine (29897-82-3)

Guidance literature:

With 1-hydrosilatrane; In neat (no solvent); at 70 ℃; for 16h; Sealed tube; Green chemistry;

DOI:10.1002/adsc.201700079

Reference yield: 98.0%

pyrrolidine (123-75-1) + benzyl bromide (100-39-0) → N-benzylpyrrolidine (29897-82-3)

Guidance literature:

With aluminum oxide; potassium carbonate; for 0.216667h; microwave irradiation;

DOI:10.1080/00397919908086007

Reference yield: 96.0%

1-benzyl-2-pyrrolidone (5291-77-0) → N-benzylpyrrolidine (29897-82-3)

Guidance literature:

With 9-borabicyclo[3.3.1]nonane dimer; In tetrahydrofuran; at 65 ℃; for 1h;

DOI:10.1016/S0040-4039(99)00556-0

upstream raw materials:

tetrahydrofuran

benzylamine

pyrrolidine

benzaldehyde

Downstream raw materials:

1-(4-nitro-phenyl)-pyrrolidine

1-pyrrolidinecarbonyl chloride

1-benzyl-1H-pyrrole

1-(2-(benzyl)benzylselenide)pyrrolidine

Refernces

• 1、 Molander, Gary A.,Hasegawa, Hikaru. "Organolanthanide catalyzed intramolecular 5-endo-dig hydroamination: An unusual anti-Markovnikov cyclization". . p. 467 - 474. Retrieved 2004.
• 2、 Fan, Qing-Hua,Liu, Xintong,Luo, Zhenli,Pan, Yixiao,Xu, Lijin,Yang, Ji,Yao, Zhen,Zhang, Xin. "BF3·Et2O as a metal-free catalyst for direct reductive amination of aldehydes with amines using formic acid as a reductant". supporting information. p. 5205 - 5211. Retrieved 2021/07/29.
• 3、 Tota, Arianna,Colella, Marco,Carlucci, Claudia,Aramini, Andrea,Clarkson, Guy,Degennaro, Leonardo,Bull, James A.,Luisi, Renzo. "N?N Bond Formation Using an Iodonitrene as an Umpolung of Ammonia: Straightforward and Chemoselective Synthesis of Hydrazinium Salts". supporting information. p. 194 - 199. Retrieved 2020/10/28.