1-Benzylpyrrolidine-2,4-dione

Base Information

• Chemical Name: 1-Benzylpyrrolidine-2,4-dione
• CAS No.: 30125-76-9
• Molecular Formula: C₁₁H₁₁NO₂
• Molecular Weight: 189.214
• European Community (EC) Number: 855-750-9
• DSSTox Substance ID: DTXSID60442700
• Nikkaji Number: J1.583.925B
• Wikidata: Q82260128
• Mol file: 30125-76-9.mol

Synonyms:1-benzylpyrrolidine-2,4-dione;30125-76-9;N-benzylpyrrolidine-2,4-dione;1-benzyl-2,4-pyrrolidinedione;SCHEMBL9686511;DTXSID60442700;MFCD21943663;AKOS018073180;CS-0238342;EN300-193390;Z1331290820

Chemical Property of 1-Benzylpyrrolidine-2,4-dione

Chemical Property:

• XLogP3: 1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of 1-Benzylpyrrolidine-2,4-dione

There total 11 articles about 1-Benzylpyrrolidine-2,4-dione 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: 95.0%

ethyl 1-benzyl-2,4-dioxopyrrolidine-3-carboxylate (105776-94-1) → 1-(phenylmethyl)pyrrolidine-2,4-dione (30125-76-9)

Guidance literature:

With water; In acetonitrile; for 2.5h; Heating;

DOI:10.1071/CH9851847

Reference yield: 80.5%

→ 1-(phenylmethyl)pyrrolidine-2,4-dione (30125-76-9)

Guidance literature:

Reference yield:

benzyl bromide (100-39-0) → 1-(phenylmethyl)pyrrolidine-2,4-dione (30125-76-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) t-BuOK / 1.) THF, 5 deg C, 15 min, 2.) THF, 50 deg C, 2 h

2: 97 percent / 50percent aq. H₂SO₄ / CH₂Cl₂ / 15 h

With sulfuric acid; potassium tert-butylate; In dichloromethane;

DOI:10.1021/jm960581w

upstream raw materials:

ethyl 1-benzyl-2,4-dioxopyrrolidine-3-carboxylate

1-benzyl-4-ethoxy-Δ³-pyrrolin-2-one

6-(Benzylamino-methyl)-2,2-dimethyl-[1,3]dioxin-4-one

N-benzylglycine

Downstream raw materials:

1-benzyl-4-(pyrrolidin-1'-yl)-3-pyrrolin-2-one

(Diethoxy-phosphoryl)-acetic acid 1-benzyl-5-oxo-2,5-dihydro-1H-pyrrol-3-yl ester

1-benzyl-4-hydroxy-3-(1'-benzyl-5'-oxo-3'-pyrrolin-3'-yl)-3-pyrrolin-2-one

1-Benzyl-3-diazo-2,4-pyrrolidindion

Refernces

• 1、 Yan, Gang,Golden, Jennifer E.. "Palladium-Catalyzed Cyclocarbonylation of Pyridinylated Vinylogous Amides and Ureas to Generate Ring-Fused Pyridopyrimidinones". . p. 4393 - 4396. Retrieved 2018/08/09.
• 2、 Chowdhury, Firoz Alam,Nishino, Hiroshi,Kurosawa, Kazu. "Simple route to azabicyclic peroxides from tetramic acid derivatives using manganese(III)-based molecular oxygen trapping reaction". . p. 575 - 591. Retrieved 2007/10/03.