2-(4-Phenoxybutyl)-1H-isoindole-1,3(2H)-dione

Base Information

• Chemical Name: 2-(4-Phenoxybutyl)-1H-isoindole-1,3(2H)-dione
• CAS No.: 124721-39-7
• Molecular Formula: C18H17NO3
• Molecular Weight: 295.338
• ChEMBL ID: CHEMBL1215615
• DSSTox Substance ID: DTXSID10586249
• Nikkaji Number: J2.211.109D
• Wikidata: Q82478343
• Mol file: 124721-39-7.mol

Synonyms:2-(4-Phenoxybutyl)-1H-isoindole-1,3(2H)-dione;N-(4-phenoxybutyl)phthalimide;124721-39-7;SCHEMBL1999435;CHEMBL1215615;DTXSID10586249;MYQIMOPCPKOERU-UHFFFAOYSA-N;AKOS000276881;2-(4-phenoxybutyl)1H-isoindole-1,3(2H)-dione

Chemical Property of 2-(4-Phenoxybutyl)-1H-isoindole-1,3(2H)-dione

Chemical Property:

• XLogP3: 3.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 6
• Exact Mass: 295.12084340
• Heavy Atom Count: 22
• Complexity: 379

Purity/Quality:

99.90% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)OCCCCN2C(=O)C3=CC=CC=C3C2=O

Technology Process of 2-(4-Phenoxybutyl)-1H-isoindole-1,3(2H)-dione

There total 4 articles about 2-(4-Phenoxybutyl)-1H-isoindole-1,3(2H)-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: 87.0%

2-(4-bromobutyl)isoindoline-1,3-dione (5394-18-3) + phenol (108-95-2,27073-41-2) → 2-(4-phenoxybutyl)-1H-isoindole-1,3(2H)-dione (124721-39-7)

Guidance literature:

With potassium carbonate; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1016/j.ejmech.2011.09.051

Reference yield: 71.0%

4-bromophenyl butyl ether (1200-03-9) + potassium phtalimide (1074-82-4) → 2-(4-phenoxybutyl)-1H-isoindole-1,3(2H)-dione (124721-39-7)

Guidance literature:

In N,N-dimethyl-formamide; at 80 ℃; for 5h; Inert atmosphere;

DOI:10.1016/j.bmc.2010.06.088

Reference yield:

phthalimide (136918-14-4,85-41-6) → 2-(4-phenoxybutyl)-1H-isoindole-1,3(2H)-dione (124721-39-7)

Guidance literature:

Multi-step reaction with 2 steps

1: N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate / acetone / 24 h / 20 °C

2: potassium carbonate / N,N-dimethyl-formamide / 20 °C

With N-benzyl-N,N,N-triethylammonium chloride; potassium carbonate; In N,N-dimethyl-formamide; acetone;

DOI:10.1016/j.ejmech.2011.09.051

upstream raw materials:

phthalic anhydride

4-phenoxybutylamine

2-(4-bromobutyl)isoindoline-1,3-dione

phenol

Downstream raw materials:

C₂₉H₂₉N₂O₄⁽¹⁺⁾*Cl^(1-)

4-phenoxybutylamine

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