2,5-Pyrrolidinedione, 1-[(4-methylbenzoyl)oxy]-

Base Information

• Chemical Name: 2,5-Pyrrolidinedione, 1-[(4-methylbenzoyl)oxy]-
• CAS No.: 83039-57-0
• Molecular Formula: C12H11NO4
• Molecular Weight: 233.224
• DSSTox Substance ID: DTXSID50423649
• Nikkaji Number: J428.435F
• Wikidata: Q82235898

Synonyms:83039-57-0;2,5-Pyrrolidinedione, 1-[(4-methylbenzoyl)oxy]-;(2,5-dioxopyrrolidin-1-yl) 4-methylbenzoate;2,5-dioxopyrrolidin-1-yl 4-methylbenzoate;1-{[(4-methylphenyl)carbonyl]oxy}pyrrolidine-2,5-dione;SCHEMBL8433813;4-Methyl-benzoic acid 2,5-dioxo-pyrrolidin-1-yl ester;4-toluic acid succinimidyl ester;DTXSID50423649;STL185772;AKOS022061136;4-Methylbenzoic acid succinimidyl ester;A1-14524;4-Methylbenzoic acid 2,5-dioxopyrrolidin-1-yl ester

Chemical Property of 2,5-Pyrrolidinedione, 1-[(4-methylbenzoyl)oxy]-

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 233.06880783
• Heavy Atom Count: 17
• Complexity: 328

Purity/Quality:

85.0-99.8% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC=C(C=C1)C(=O)ON2C(=O)CCC2=O

Technology Process of 2,5-Pyrrolidinedione, 1-[(4-methylbenzoyl)oxy]-

There total 8 articles about 2,5-Pyrrolidinedione, 1-[(4-methylbenzoyl)oxy]- 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: 97.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + p-Toluic acid (99-94-5) → 2,5-dioxopyrrolidin-1-yl 4-methylbenzoate (83039-57-0)

Guidance literature:

With dmap; 1-ethyl-(3-(3-dimethylamino)propyl)-carbodiimide hydrochloride; In dichloromethane; at 0 - 20 ℃; for 16h; Inert atmosphere;

DOI:10.1021/acs.joc.0c01182

Reference yield: 95.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-methyl-benzaldehyde (104-87-0) → 2,5-dioxopyrrolidin-1-yl 4-methylbenzoate (83039-57-0)

Guidance literature:

With oxygen; In acetonitrile; at 80 ℃; for 10h; Green chemistry;

DOI:10.1016/j.tetlet.2017.03.064

Reference yield: 95.0%

1-hydroxy-pyrrolidine-2,5-dione (6066-82-6) + 4-Methylbenzyl alcohol (589-18-4) → 2,5-dioxopyrrolidin-1-yl 4-methylbenzoate (83039-57-0)

Guidance literature:

With [bis(acetoxy)iodo]benzene; In ethyl acetate; for 0.5h; cooling;

DOI:10.1246/cl.2006.566

upstream raw materials:

1-hydroxy-pyrrolidine-2,5-dione

p-Toluic acid

carbon monoxide

p-tolyl triflate

Downstream raw materials:

N-benzyl-4-methylbenzamide

N-butyl-4-methylbenzamide

N-hydroxy-4-methylbenzamide

C₃₄H₃₆N₄O₆

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