1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene

Base Information

• Chemical Name: 1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene
• CAS No.: 1449697-06-6
• Molecular Formula: C₁₉H₁₄F₆O₃
• Molecular Weight: 404.309
• Mol file: 1449697-06-6.mol

Synonyms:1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene

Chemical Property of 1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene

There total 5 articles about 1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene 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: 67.0%

2-ethynyl-1-(methoxymethoxy)-4-(trifluoromethyl)benzene (1449696-95-0) + 2-iodo-1-methoxy-4-(trifluoromethyl)benzene (195624-84-1) → 1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene (1449697-06-6)

Guidance literature:

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; triethylamine; at 20 - 70 ℃; for 16h; Sealed tube; Inert atmosphere;

DOI:10.1021/jo400926n

Reference yield:

4-(trifluoromethyl)phenyl methoxymethyl ether (174265-24-8) → 1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene (1449697-06-6)

Guidance literature:

Multi-step reaction with 4 steps

1.1: n-butyllithium / tetrahydrofuran; hexane / 0.5 h / -78 °C

1.2: 22 h / -78 - 20 °C / Inert atmosphere

2.1: triethylamine; trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide / 18 h / 20 - 70 °C / Sealed tube; Inert atmosphere

3.1: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

4.1: triethylamine; trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide / 16 h / 20 - 70 °C / Sealed tube; Inert atmosphere

With copper(l) iodide; n-butyllithium; trans-bis(triphenylphosphine)palladium dichloride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; hexane; 2.1: |Sonogashira Cross-Coupling / 4.1: |Sonogashira Cross-Coupling;

DOI:10.1021/jo400926n

Reference yield:

2-iodo-1-(methoxymethoxy)-4-(trifluoromethyl)benzene (1449696-94-9) → 1-methoxy-2-((2-(methoxymethoxy)-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)benzene (1449697-06-6)

Guidance literature:

Multi-step reaction with 3 steps

1: triethylamine; trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide / 18 h / 20 - 70 °C / Sealed tube; Inert atmosphere

2: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

3: triethylamine; trans-bis(triphenylphosphine)palladium dichloride; copper(l) iodide / 16 h / 20 - 70 °C / Sealed tube; Inert atmosphere

With copper(l) iodide; trans-bis(triphenylphosphine)palladium dichloride; tetrabutyl ammonium fluoride; triethylamine; In tetrahydrofuran; 1: |Sonogashira Cross-Coupling / 3: |Sonogashira Cross-Coupling;

DOI:10.1021/jo400926n

upstream raw materials:

4-(trifluoromethyl)phenyl methoxymethyl ether

2-iodo-1-(methoxymethoxy)-4-(trifluoromethyl)benzene

2-ethynyl-1-(methoxymethoxy)-4-(trifluoromethyl)benzene

2-iodo-1-methoxy-4-(trifluoromethyl)benzene

Downstream raw materials:

2-((2-methoxy-5-(trifluoromethyl)phenyl)ethynyl)-4-(trifluoromethyl)phenol