ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate

Base Information

• Chemical Name: ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate
• CAS No.: 889868-60-4
• Molecular Formula: C₁₄H₁₂F₃NO₄
• Molecular Weight: 315.249
• Mol file: 889868-60-4.mol

Synonyms:ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate

Chemical Property of ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate

There total 5 articles about ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate 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:

chloroformic acid ethyl ester (541-41-3) + 2,2,2-trifluoro-N-(2-(3-hydroxyprop-1-ynyl)phenyl)acetamide (148564-88-9) → ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate (889868-60-4)

Guidance literature:

With triethylamine; In dichloromethane; at 20 ℃; for 2h;

DOI:10.1021/ol060499n

Reference yield:

2-iodophenylamine (615-43-0) → ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate (889868-60-4)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₂NH; CuI; PdCl₂(PPh₃)2 / dimethylformamide / 12 h / 60 °C

2: Et₃N / tetrahydrofuran / 2 h / 20 °C

3: p-toluenesulfonic acid hydrate / acetone; H₂O / 6 h / 40 °C

4: 1.73 g / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; toluene-4-sulfonic acid; diethylamine; triethylamine; In tetrahydrofuran; dichloromethane; water; N,N-dimethyl-formamide; acetone; 1: Sonogashira cross-coupling;

DOI:10.1021/ol060499n

Reference yield:

2,2,2-Trifluoro-N-{2-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-acetamide (201813-43-6) → ethyl 3-(o-trifluoroacetamidophenyl)-1-propargyl carbonate (889868-60-4)

Guidance literature:

Multi-step reaction with 2 steps

1: p-toluenesulfonic acid hydrate / acetone; H₂O / 6 h / 40 °C

2: 1.73 g / Et₃N / CH₂Cl₂ / 2 h / 20 °C

With toluene-4-sulfonic acid; triethylamine; In dichloromethane; water; acetone;

DOI:10.1021/ol060499n

upstream raw materials:

chloroformic acid ethyl ester

2,2,2-trifluoro-N-(2-(3-hydroxyprop-1-ynyl)phenyl)acetamide

2-iodophenylamine

2,2,2-Trifluoro-N-{2-[3-(tetrahydro-pyran-2-yloxy)-prop-1-ynyl]-phenyl}-acetamide

Downstream raw materials:

N-((1H-indol-2-yl)methyl)-N-ethylethanamine

2-methyl-1H-indole

1-formyl-2-methyl-indole

C₂₀H₂₀FN₃O