N-(4-methoxy-2-((trimethylsilyl)ethynyl)phenyl)acetamide

Base Information

• Chemical Name: N-(4-methoxy-2-((trimethylsilyl)ethynyl)phenyl)acetamide
• CAS No.: 1440546-92-8
• Molecular Formula: C₁₄H₁₉NO₂Si
• Molecular Weight: 261.396
• Mol file: 1440546-92-8.mol

Synonyms:N-(4-methoxy-2-((trimethylsilyl)ethynyl)phenyl)acetamide

Chemical Property of N-(4-methoxy-2-((trimethylsilyl)ethynyl)phenyl)acetamide

Chemical Property:

Purity/Quality:

Safty Information:

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• Hazard Codes: 

MSDS Files:

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Technology Process of N-(4-methoxy-2-((trimethylsilyl)ethynyl)phenyl)acetamide

There total 7 articles about N-(4-methoxy-2-((trimethylsilyl)ethynyl)phenyl)acetamide 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: 99.9%

4-methoxy-2-((trimethylsilyl)ethynyl)aniline + acetic anhydride (108-24-7) → N-(4-methoxy-2-((trimethylsilyl)ethynyl)phenyl)acetamide (1440546-92-8)

Guidance literature:

In methanol; for 1h; Inert atmosphere; Reflux;

DOI:10.1021/ol401197n

Reference yield:

2-bromo-4-methoxy-1-nitrobenzene (98447-30-4) → N-(4-methoxy-2-((trimethylsilyl)ethynyl)phenyl)acetamide (1440546-92-8)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tin(II) chloride dihdyrate / ethyl acetate / 50 °C / Inert atmosphere

2.1: triphenylphosphine; copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere

2.2: 24 h / 100 °C / Inert atmosphere

3.1: methanol / 1 h / Inert atmosphere; Reflux

With copper(l) iodide; tin(II) chloride dihdyrate; triethylamine; triphenylphosphine; In methanol; ethyl acetate; toluene; 2.2: |Sonogashira Cross-Coupling;

DOI:10.1021/ol401197n

Reference yield:

3-Bromophenol (591-20-8) → N-(4-methoxy-2-((trimethylsilyl)ethynyl)phenyl)acetamide (1440546-92-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: sulfuric acid; sodium nitrate / water; ethanol / 20 - 30 °C / Inert atmosphere

2.1: potassium carbonate / N,N-dimethyl-formamide / 0.33 h / 20 °C / Inert atmosphere

2.2: 2 h / 0 - 20 °C / Inert atmosphere

3.1: tin(II) chloride dihdyrate / ethyl acetate / 50 °C / Inert atmosphere

4.1: triphenylphosphine; copper(l) iodide; triethylamine / toluene / 0.08 h / 20 °C / Inert atmosphere

4.2: 24 h / 100 °C / Inert atmosphere

5.1: methanol / 1 h / Inert atmosphere; Reflux

With sodium nitrate; copper(l) iodide; tin(II) chloride dihdyrate; sulfuric acid; potassium carbonate; triethylamine; triphenylphosphine; In methanol; ethanol; water; ethyl acetate; N,N-dimethyl-formamide; toluene; 4.2: |Sonogashira Cross-Coupling;

DOI:10.1021/ol401197n

upstream raw materials:

3-bromo-4-nitrophenol

3-Bromophenol

2-bromo-4-methoxy-1-nitrobenzene

2-bromo-4-methoxyaniline