2,5-Pyrrolidinedione, 1-cyclohexyl-3-phenyl-

Base Information

• Chemical Name: 2,5-Pyrrolidinedione, 1-cyclohexyl-3-phenyl-
• CAS No.: 139477-41-1
• Molecular Formula: C16H19 N O2
• Molecular Weight: 257.332
• DSSTox Substance ID: DTXSID00930479
• Nikkaji Number: J426.606D
• Mol file: 139477-41-1.mol

Synonyms:2,5-Pyrrolidinedione, 1-cyclohexyl-3-phenyl-;139477-41-1;BRN 4811636;1-Cyclohexyl-3-phenyl-2,5-pyrrolidinedione;1-cyclohexyl-3-phenylpyrrolidine-2,5-dione;N-Cyclohexyl-2-phenylsuccinimide;DTXSID00930479;LS-137661

Chemical Property of 2,5-Pyrrolidinedione, 1-cyclohexyl-3-phenyl-

Chemical Property:

• Vapor Pressure: 1.39E-07mmHg at 25°C
• Boiling Point: 429.6°C at 760 mmHg
• Flash Point: 193.6°C
• PSA: 37.38000
• Density: 1.185g/cm³
• LogP: 2.79970
• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 257.141578849
• Heavy Atom Count: 19
• Complexity: 354

Purity/Quality:

99%min ^*data from raw suppliers

2,5-PYRROLIDINEDIONE, 1-CYCLOHEXYL-3-PHENYL- 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC(CC1)N2C(=O)CC(C2=O)C3=CC=CC=C3

Technology Process of 2,5-Pyrrolidinedione, 1-cyclohexyl-3-phenyl-

There total 7 articles about 2,5-Pyrrolidinedione, 1-cyclohexyl-3-phenyl- 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%

N-cyclohexylmaleimide (1631-25-0) + phenylboronic acid (98-80-6) → (R)-1-cyclohexyl-3-phenyl-2,5-pyrrolidinedione (139477-41-1)

Guidance literature:

With chlorobis(ethylene)rhodium(I) dimer; (S,S)-1,7,7-trimethyl-2,5-di-p-tolylbicyclo[2.2.1]hepta-2,5-diene; potassium hydroxide; In 1,4-dioxane; water; at 50 ℃; for 3h; enantioselective reaction; Inert atmosphere;

DOI:10.1002/chem.201501059

Reference yield: 96.0%

2-phenyl-N-cyclohexylmaleimide (16213-23-3) → (R)-1-cyclohexyl-3-phenyl-2,5-pyrrolidinedione (139477-41-1)

Guidance literature:

With bis(norbornadiene)rhodium(l)tetrafluoroborate; (S,R)-ZhaoPhos; hydrogen; In 1,4-dioxane; at 25 ℃; for 12h; under 22502.3 Torr; enantioselective reaction;

DOI:10.1021/acscatal.6b01615

Reference yield: 61.0%

C17H23NO3 (1233241-12-7) → N-cyclohexyl-2-phenylsuccinimide (139477-41-1)

Guidance literature:

With calcium hydride; In N,N-dimethyl-formamide; at 50 ℃; for 12h;

DOI:10.1016/j.tetlet.2010.04.053

upstream raw materials:

2-phenylsuccinic acid

cyclohexylamine

C₁₇H₂₃NO₃

carbon monoxide

Refernces

• 1、 Gopula, Balraj,Yang, Shu-Han,Kuo, Ting-Shen,Hsieh, Jen-Chieh,Wu, Ping-Yu,Henschke, Julian P.,Wu, Hsyueh-Liang. "Direct Synthesis of Chiral 3-Arylsuccinimides by Rhodium-Catalyzed Enantioselective Conjugate Addition of Arylboronic Acids to Maleimides". supporting information. p. 11050 - 11055. Retrieved 2015/11/10.
• 2、 Driller, Katrin Marie,Prateeptongkum, Saisuree,Jackstell, Ralf,Beller, Matthias. "A general and selective iron-catalyzed aminocarbonylation of alkynes: Synthesis of acryl- and cinnamides". scheme or table. p. 537 - 541. Retrieved 2011/03/16.