3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)propanamide

Base Information

• Chemical Name: 3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)propanamide
• CAS No.: 1426943-30-7
• Molecular Formula: C₃₃H₃₀N₂O₄
• Molecular Weight: 518.612
• Mol file: 1426943-30-7.mol

Synonyms:3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)propanamide

Chemical Property of 3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)propanamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)propanamide

There total 14 articles about 3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)propanamide 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: 85.0%

(E)-3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)acrylamide (1426943-21-6) → 3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)propanamide (1426943-30-7)

Guidance literature:

With palladium hydroxide 10 wt. % on activated carbon; hydrogen; In methanol; at 20 ℃; for 17h;

DOI:10.1002/chem.201203005

Reference yield:

2-(4-(3-bromophenyl)butyl)isoindoline-1,3-dione (1426943-39-6) → 3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)propanamide (1426943-30-7)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 80 °C / Inert atmosphere; Schlenk technique

2: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; cesium fluoride / 1,2-dimethoxyethane / 15 h / 80 °C / Inert atmosphere; Schlenk technique

3: hydrogen; palladium hydroxide 10 wt. % on activated carbon / methanol / 17 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium hydroxide 10 wt. % on activated carbon; hydrogen; potassium acetate; cesium fluoride; In methanol; 1,2-dimethoxyethane; N,N-dimethyl-formamide; 2: |Suzuki Coupling;

DOI:10.1002/chem.201203005

Reference yield:

N-(2-Hydroxyethyl)phthalimide (3891-07-4) → 3-(2''-((2-(1,3-dioxoisoindolin-2-yl)ethoxy)methyl)-3-methyl[1,1':4',1'']terphenyl-2'-yl)propanamide (1426943-30-7)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.5 h / 40 °C / Inert atmosphere; Schlenk technique

1.2: 1.5 h / 70 °C / Inert atmosphere; Schlenk technique

2.1: potassium acetate; dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂ / N,N-dimethyl-formamide / 80 °C / Inert atmosphere; Schlenk technique

3.1: dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; cesium fluoride / 1,2-dimethoxyethane / 15 h / 80 °C / Inert atmosphere; Schlenk technique

4.1: hydrogen; palladium hydroxide 10 wt. % on activated carbon / methanol / 17 h / 20 °C

With dichloro(1,1'-bis(diphenylphosphanyl)ferrocene)palladium(II)*CH₂Cl₂; palladium hydroxide 10 wt. % on activated carbon; hydrogen; potassium acetate; sodium hydride; cesium fluoride; In methanol; 1,2-dimethoxyethane; N,N-dimethyl-formamide; mineral oil; 3.1: |Suzuki Coupling;

DOI:10.1002/chem.201203005

upstream raw materials:

1-Bromo-2-bromomethyl-benzene

N-(2-Hydroxyethyl)phthalimide

2-(2-((2-bromobenzyl)oxy)ethyl)isoindoline-1,3-dione

2-(4-(3-bromophenyl)butyl)isoindoline-1,3-dione