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:

97% ^*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:

1,1'-dibenzyl-1,1'-butanediyl-bis-pyrrolidinium; diiodide

1,1'-dibenzyl-1,1'-pentanediyl-bis-pyrrolidinium; diiodide

N-(Benzyl-4-chlorbutyl)-carbaminsaeureaethylester

9,10-dihydro-10-methylacridine

Refernces

Novel L-tartaric acid derived pyrrolidinium cations for the synthesis of chiral ionic liquids

10.1055/s-0028-1087950

The research presents the synthesis of novel chiral ionic liquids (CILs) based on L-(+)-tartaric acid, leveraging its low cost and renewability as a chiral pool source. The study's main content involves a two-step synthesis strategy: first, reacting L-tartaric acid with benzylamine to form pyrrolidindione, followed by reduction with LiAlH4 to obtain benzylpyrrolidine. Subsequent quaternization with benzyl or n-dodecyl bromide under conventional or microwave heating yielded the desired chiral pyrrolidinium salts. The synthesized compounds were characterized by their melting points, and anion exchange was performed to obtain different ionic liquids. The researchers also examined the crystallographic structures of selected compounds to understand the absence of hydrogen-bonding interactions between cations, which contributed to the reduced melting points. The chiral recognition ability of these ionic materials was evaluated through NMR spectroscopy, observing the interaction between the synthesized cations and Mosher acid anion, which indicated the formation of diastereomeric salts. This research provides a foundation for further investigation into the potential of these CILs as solvents, catalysts, or ligands in asymmetric synthesis.