(1,3-Dioxoisoindolin-2-yl)methyl acetate

Base Information

• Chemical Name: (1,3-Dioxoisoindolin-2-yl)methyl acetate
• CAS No.: 5493-24-3
• Molecular Formula: C11H9NO4
• Molecular Weight: 219.197
• DSSTox Substance ID: DTXSID40406168
• Nikkaji Number: J1.587.131H
• Wikidata: Q82211069
• Mol file: 5493-24-3.mol

Synonyms:(1,3-Dioxoisoindolin-2-yl)methyl acetate;5493-24-3;(1,3-dioxoisoindol-2-yl)methyl Acetate;N-(acetoxymethyl)phthalimide;(1,3-dioxo-1,3-dihydro-2H-isoindol-2-yl)methyl acetate;1H-Isoindole-1,3(2H)-dione, 2-[(acetyloxy)methyl]-;n-acetoxymethylphthalimide;ST4144427;SCHEMBL2701523;DTXSID40406168;TUKNTJVUVGIEQA-UHFFFAOYSA-N;MFCD00448686;STK665788;AKOS002663812;SB64122;(1,3-Dioxoisoindolin-2-yl)methylacetate;DS-18726;CS-0154993;O10006;2-(Acetoxymethyl)-1H-isoindole-1,3(2H)-dione;A923660;(1,3-dioxo-2,3-dihydro-1H-isoindol-2-yl)methyl acetate;acetic acid 1,3-dioxo-1,3-dihydro-isoindol-2-ylmethyl ester

Chemical Property of (1,3-Dioxoisoindolin-2-yl)methyl acetate

Chemical Property:

• XLogP3: 1.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 219.05315777
• Heavy Atom Count: 16
• Complexity: 315

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)OCN1C(=O)C2=CC=CC=C2C1=O

Technology Process of (1,3-Dioxoisoindolin-2-yl)methyl acetate

There total 1 articles about (1,3-Dioxoisoindolin-2-yl)methyl acetate 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: 72.0%

N-phthaloylglycine (4702-13-0) + [bis(acetoxy)iodo]benzene (3240-34-4) → carbon dioxide (124-38-9,18923-20-1) + 1-(1,3-dioxoisoindolin-2-yl)methyl acetate (5493-24-3)

Guidance literature:

With cobalt(II) diacetate tetrahydrate; In dichloromethane; at 100 ℃; for 8h; regiospecific reaction; Green chemistry;

DOI:10.1021/acs.orglett.5b02142

Reference yield: 93.0%

trimethyl(prop-1-ynyl)silane (6224-91-5) + 1-(1,3-dioxoisoindolin-2-yl)methyl acetate (5493-24-3) → 2-(but-2'-ynyl)-1H-isoindole-1,3(2H)-dione (113439-83-1)

Guidance literature:

With iron(III) chloride; In 1,2-dichloro-ethane; at 60 ℃; for 1.5h; Inert atmosphere; Reflux;

DOI:10.1002/chem.202102357

Reference yield: 90.0%

1-(1,3-dioxoisoindolin-2-yl)methyl acetate (5493-24-3) + 1-Phenyl-2-(trimethylsilyl)acetylene (2170-06-1) → 2-(3-phenylprop-2-yn-1-yl)isoindoline-1,3-dione (4656-94-4)

Guidance literature:

With iron(III) chloride; In 1,2-dichloro-ethane; at 60 ℃; for 3h; Inert atmosphere; Reflux;

DOI:10.1002/chem.202102357

upstream raw materials:

N-phthaloylglycine

[bis(acetoxy)iodo]benzene

Downstream raw materials:

(R,S and S,R)-2-(acetoxymethyl)-3-hydroxy-3-(2-methoxy-1-phenylethyl)isoindolin-1-one

(R,R and S,S)-2-(acetoxymethyl)-3-hydroxy-3-(2-methoxy-1-phenylethyl)isoindolin-1-one

2-(3-phenylprop-2-yn-1-yl)isoindoline-1,3-dione

2‐(3‐oxo‐3‐phenylpropyl)isoindoline‐1,3‐dione