4-Amino-1-benzylpyrrolidin-2-one

Base Information

• Chemical Name: 4-Amino-1-benzylpyrrolidin-2-one
• CAS No.: 368429-69-0
• Molecular Formula: C11H14N2O
• Molecular Weight: 190.245
• Hs Code.: 2933998090
• DSSTox Substance ID: DTXSID90462613
• Nikkaji Number: J1.553.883J
• Mol file: 368429-69-0.mol

Synonyms:4-amino-1-benzylpyrrolidin-2-one;368429-69-0;4-amino-1-benzyl-pyrrolidin-2-one;(4R)-4-amino-1-benzylpyrrolidin-2-one;(4S)-4-amino-1-benzylpyrrolidin-2-one;791568-49-5;906750-12-7;SCHEMBL11021735;DTXSID90462613;AKOS000345197;AKOS016050331;MB08337;SB17702;SB17703;AM20040298;BB 0217986;FT-0678431;EN300-58098;A874263

Chemical Property of 4-Amino-1-benzylpyrrolidin-2-one

Chemical Property:

• Boiling Point: 379.545 °C at 760 mmHg
• Flash Point: 183.343 °C
• PSA: 46.33000
• Density: 1.173 g/cm³
• LogP: 1.38440
• Storage Temp.: 2-8°C
• XLogP3: 0.1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 190.110613074
• Heavy Atom Count: 14
• Complexity: 211

Purity/Quality:

97% ^*data from raw suppliers

4-amino-1-benzylpyrrolidin-2-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1C(CN(C1=O)CC2=CC=CC=C2)N

Technology Process of 4-Amino-1-benzylpyrrolidin-2-one

There total 3 articles about 4-Amino-1-benzylpyrrolidin-2-one 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: 75.0%

1-benzyl 5-oxo-pyrrolidine-3-carboxamide (116041-19-1) → 4-amino 1-benzylpyrrolidin-2-one (368429-69-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In water; acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/S0040-4039(01)00985-6

Reference yield: 70.0%

1-benzyl-5-oxo-pyrrolidine-3-carbohydrazide (368429-72-5) → 4-amino 1-benzylpyrrolidin-2-one (368429-69-0)

Guidance literature:

With trifluoroacetic acid; sodium nitrite; In sodium hydroxide; at 0 - 80 ℃; for 2h;

DOI:10.1016/S0040-4039(01)00985-6

Reference yield:

methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate (51535-00-3) → 4-amino 1-benzylpyrrolidin-2-one (368429-69-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 72 percent / aq. NH₄OH / 12 h

2: 75 percent / PhI(OAc)2 / H₂O; acetonitrile / 1 h / 20 °C

With ammonium hydroxide; [bis(acetoxy)iodo]benzene; In water; acetonitrile; 2: Hoffmann rearrangement;

DOI:10.1016/S0040-4039(01)00985-6

upstream raw materials:

1-benzyl 5-oxo-pyrrolidine-3-carboxamide

1-benzyl-5-oxo-pyrrolidine-3-carbohydrazide

methyl 1-benzyl-5-oxo-3-pyrrolidinecarboxylate

Downstream raw materials:

1-Benzyl-3-aminopyrrolidine