(1,3-Dioxoisoindol-2-yl) 3-phenylpropanoate

Base Information

• Chemical Name: (1,3-Dioxoisoindol-2-yl) 3-phenylpropanoate
• CAS No.: 84379-71-5
• Molecular Formula: C₁₇H₁₃NO₄
• Molecular Weight: 295.295
• European Community (EC) Number: 847-922-7
• Nikkaji Number: J2.218.462H
• Mol file: 84379-71-5.mol

Synonyms:1,3-Dioxoisoindolin-2-yl 3-phenylpropanoate;84379-71-5;Benzenepropanoic acid phthalimidyl ester;1,3-DIOXO-2,3-DIHYDRO-1H-ISOINDOL-2-YL 3-PHENYLPROPANOATE;(1,3-dioxoisoindol-2-yl) 3-phenylpropanoate;F71882;EN300-6514361

Chemical Property of (1,3-Dioxoisoindol-2-yl) 3-phenylpropanoate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 295.08445790
• Heavy Atom Count: 22
• Complexity: 432

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CCC(=O)ON2C(=O)C3=CC=CC=C3C2=O

Technology Process of (1,3-Dioxoisoindol-2-yl) 3-phenylpropanoate

There total 6 articles about (1,3-Dioxoisoindol-2-yl) 3-phenylpropanoate 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%

3-phenyl-propionaldehyde (104-53-0) + N-hydroxyphthalimide (524-38-9) → 1,3-dioxoisoindolin-2-yl 3-phenylpropanoate (84379-71-5)

Guidance literature:

With tert.-butylnitrite; In acetonitrile; at 50 ℃; for 12h; Inert atmosphere; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.1c03434

Reference yield: 51.0%

N-hydroxyphthalimide (524-38-9) + 3-Phenyl-1-propanol (122-97-4) → 1,3-dioxoisoindolin-2-yl 3-phenylpropanoate (84379-71-5)

Guidance literature:

With tert.-butylhydroperoxide; oxygen; In acetonitrile; at 20 ℃; for 24h; Irradiation; Sealed tube;

DOI:10.1002/asia.201900878

Reference yield: 40.0%

3-phenyl-propionaldehyde (104-53-0) + N-hydroxyphthalimide (524-38-9) → 1,3-dioxoisoindolin-2-yl 3-phenylpropanoate (84379-71-5) + 3-Phenylpropionic acid (501-52-0)

Guidance literature:

3-phenyl-propionaldehyde; N-hydroxyphthalimide; With oxygen; cobalt(II) diacetate tetrahydrate; In acetonitrile; at 20 ℃; for 25h; under 760.051 Torr;

In acetonitrile;

DOI:10.1002/asia.201200017

upstream raw materials:

3-Phenylpropionic acid

3-phenyl-propionaldehyde

N-hydroxyphthalimide

3-Phenyl-1-propanol

Downstream raw materials:

N-methoxy-N-methyl-3-phenylpropionamide

N-benzylphthalimide

N-benzyl-3-phenylpropanamide

3-Phenylpropionic acid

Refernces

• 1、 Singha, Krishnadipti,Ghosh, Subhash Chandra,Panda, Asit Baran. "Visible Light-Driven Efficient Synthesis of Amides from Alcohols using Cu?N?TiO2 Heterogeneous Photocatalyst". supporting information. p. 657 - 662. Retrieved 2021/02/02.
• 2、 Singha, Krishnadipti,Ghosh, Subhash Ch.,Panda, Asit Baran. "N-Doped Yellow TiO2 Hollow Sphere-Mediated Visible-Light-Driven Efficient Esterification of Alcohol and N-Hydroxyimides to Active Esters". . p. 3205 - 3212. Retrieved 2019/09/09.