5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE

Base Information

• Chemical Name: 5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE
• CAS No.: 22246-66-8
• Molecular Formula: C9H9NO2
• Molecular Weight: 163.176
• Hs Code.: 2933790090
• Mol file: 22246-66-8.mol

Synonyms:Phthalimidine,5-methoxy- (8CI);5-Methoxy-2,3-dihydroisoindol-1-one;5-Methoxyisoindolin-1-one;

Chemical Property of 5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 160-161℃ (acetonitrile ethyl ether )
• Refractive Index: 1.565
• Boiling Point: 439.235 °C at 760 mmHg
• PKA: 14.37±0.20(Predicted)
• Flash Point: 219.442 °C
• PSA: 38.33000
• Density: 1.208 g/cm³
• LogP: 1.26740
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

97% ^*data from raw suppliers

5-Methoxy-2,3-dihydro-isoindol-1-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE

There total 35 articles about 5-METHOXY-2,3-DIHYDRO-ISOINDOL-1-ONE 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: 96.0%

C13H17NO2 → 6-methoxy-2,3-dihydro-isoindol-1-one (22246-66-8,132680-54-7)

Guidance literature:

With trifluoroacetic acid; for 96h; Heating;

DOI:10.1016/j.tetlet.2007.09.142

Reference yield: 92.0%

methyl 2-(bromomethyl)-5-methoxy-benzoate (788081-99-2) → 6-methoxy-2,3-dihydro-isoindol-1-one (22246-66-8,132680-54-7)

Guidance literature:

With ammonia; In methanol; at 130 ℃;

DOI:10.1016/j.bmcl.2009.10.134

Reference yield: 91.0%

3-METHOXYBENZYLAMINE (5071-96-5) + carbon monoxide (201230-82-2) → 2,3-dihydro-5-methoxy-1H-isoindol-1-one (22246-66-8)

Guidance literature:

With copper (II) trifluoroacetate hydrate; 3-(trifluoromethyl)benzoic acid; palladium diacetate; In 1,2-dichloro-ethane; at 100 ℃; for 12h; under 760.051 Torr; Schlenk technique; Sealed tube;

DOI:10.1021/acs.orglett.8b00786

upstream raw materials:

(2-iodo-5-methoxyphenyl)methanol

C₁₀H₁₁N₃O₃

methyl 2-(bromomethyl)-4-(methyloxy)benzoate

2-bromomethyl-4-methoxybenzoic acid

Downstream raw materials:

4-(1-oxo-2,3-dihydro-1H-isoindol-5-yloxymethyl)-benzonitrile

[5-(4-cyano-benzyloxy)-1-oxo-1,3-dihydro-isoindol-2-yl]-acetic acid tert-butyl ester

{5-[4-(tert-butoxycarbonylamino-imino-methyl)-benzyloxy]-1-oxo-1,3-dihydro-isoindol-2-yl}-acetic acid tert-butyl ester

2,2-Dimethyl-propionic acid 6-methoxy-1-oxo-1,3-dihydro-isoindol-2-ylmethyl ester