(E)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one

Base Information

• Chemical Name: (E)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one
• CAS No.: 1039396-23-0
• Molecular Formula: C₂₃H₁₉NO₂
• Molecular Weight: 341.409
• Mol file: 1039396-23-0.mol

Synonyms:(E)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one

Chemical Property of (E)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one

There total 3 articles about (E)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-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: 48.0%

N-methyl-N,3-diphenylprop-2-ynamide (94298-51-8) + 1-diacetoxy-2-methoxyphenyl-λ3-iodane (69180-49-0,73637-15-7) → (E)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one (1039396-23-0)

Guidance literature:

With triethylamine; palladium diacetate; In tetrahydrofuran; acetonitrile; at 100 ℃; for 24h;

DOI:10.1021/jo8008808

Reference yield:

iodobenzene (591-50-4) + 2-Methoxyphenylboronic acid (5720-06-9) + N-(2'-Bromophenyl)-N-methylpropynamide (267408-61-7) → (E)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one (1039396-23-0) + (Z)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one

Guidance literature:

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver orthophosphate; sodium acetate; triphenylphosphine; In N,N-dimethyl-formamide; at 150 ℃; for 0.166667h; Overall yield = 81 %; Inert atmosphere; Microwave irradiation;

DOI:10.3390/molecules22030503

Reference yield:

N-(2'-Bromophenyl)propynamide (267408-59-3) → (E)-3-((2-methoxyphenyl)(phenyl)methylene)-1-methylindolin-2-one (1039396-23-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / mineral oil; tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

1.2: 6 h / 0 - 25 °C / Inert atmosphere

2.1: copper(l) iodide; sodium acetate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver orthophosphate; triphenylphosphine / N,N-dimethyl-formamide / 0.17 h / 150 °C / Inert atmosphere; Microwave irradiation

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; silver orthophosphate; sodium acetate; sodium hydride; triphenylphosphine; In tetrahydrofuran; N,N-dimethyl-formamide; mineral oil;

DOI:10.3390/molecules22030503

upstream raw materials:

N-methyl-N,3-diphenylprop-2-ynamide

1-diacetoxy-2-methoxyphenyl-λ³-iodane

iodobenzene

2-Methoxyphenylboronic acid