Methyl 4-(1,3-dioxoisoindolin-2-YL)butanoate

Base Information

• Chemical Name: Methyl 4-(1,3-dioxoisoindolin-2-YL)butanoate
• CAS No.: 39739-03-2
• Molecular Formula: C13H13NO4
• Molecular Weight: 247.251
• NSC Number: 192722
• DSSTox Substance ID: DTXSID70307558
• Wikidata: Q82054991
• Mol file: 39739-03-2.mol

Synonyms:39739-03-2;METHYL 4-(1,3-DIOXOISOINDOLIN-2-YL)BUTANOATE;methyl 4-(1,3-dioxoisoindol-2-yl)butanoate;4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyric acid methyl ester;methyl 4-(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)butanoate;Methyl 4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)butanoate;NSC192722;Oprea1_761766;Oprea1_849174;DTXSID70307558;AR3164;MFCD00686913;STL220970;AKOS000605835;NSC-192722;SB64136;CS-0172524;EN300-28667;Methyl4-(1,3-dioxoisoindolin-2-yl)butanoate;A924571;AG-690/09393013;SR-01000369397;SR-01000369397-1;4-(1,3-Dioxo-1,3-dihydro-isoindol-2-yl)-butyricacidmethylester

Chemical Property of Methyl 4-(1,3-dioxoisoindolin-2-YL)butanoate

Chemical Property:

• Vapor Pressure: 5.69E-06mmHg at 25°C
• Boiling Point: 379.8°Cat760mmHg
• Flash Point: 183.5°C
• PSA: 63.68000
• Density: 1.28g/cm³
• LogP: 1.17370
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 247.08445790
• Heavy Atom Count: 18
• Complexity: 342

Purity/Quality:

97% ^*data from raw suppliers

Methyl 4-(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)butanoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC(=O)CCCN1C(=O)C2=CC=CC=C2C1=O

Technology Process of Methyl 4-(1,3-dioxoisoindolin-2-YL)butanoate

There total 9 articles about Methyl 4-(1,3-dioxoisoindolin-2-YL)butanoate 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: 93.0%

methanol (67-56-1) + 4-phthalimidobutyric acid (3130-75-4) → 4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-butyric acid methyl ester (39739-03-2)

Guidance literature:

With thionyl chloride; at 0 ℃; for 4h;

DOI:10.1039/d0ob01337d

Reference yield:

N-ethoxycarbonylphthalimide (22509-74-6) → 4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-butyric acid methyl ester (39739-03-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 225 mg / sodium bicarbonate / H₂O / 1 h / Ambient temperature

2: 13 mg / potassium permanganate, sulfuric acid (1 N) / 1 h / Ambient temperature

3: diethyl ether

With potassium permanganate; sulfuric acid; sodium hydrogencarbonate; In diethyl ether; water;

DOI:10.1139/v82-404

Reference yield:

4-phthalimidobutylguanidine sulfate → 4-(1,3-dioxo-1,3-dihydroisoindol-2-yl)-butyric acid methyl ester (39739-03-2)

Guidance literature:

Multi-step reaction with 2 steps

1: 13 mg / potassium permanganate, sulfuric acid (1 N) / 1 h / Ambient temperature

2: diethyl ether

With potassium permanganate; sulfuric acid; In diethyl ether;

DOI:10.1139/v82-404

upstream raw materials:

diazomethane

4-phthalimidobutyric acid

methyl (E)-4-(1,3-dioxoisoindolin-2-yl)but-2-enoate

methanol

Downstream raw materials:

4-phthalimidobutyric acid

2-(5-bromo-4-oxo-pentyl)-isoindole-1,3-dione

2-(4-dimethylamino-phenylimino)-3-oxo-6-phthalimido-hexanenitrile