7-methoxy-3-(4-methoxyphenyl)-4-vinylisocoumarine

Base Information

• Chemical Name: 7-methoxy-3-(4-methoxyphenyl)-4-vinylisocoumarine
• CAS No.: 869284-22-0
• Molecular Formula: C₁₉H₁₆O₄
• Molecular Weight: 308.334
• Mol file: 869284-22-0.mol

Synonyms:7-methoxy-3-(4-methoxyphenyl)-4-vinylisocoumarine

Chemical Property of 7-methoxy-3-(4-methoxyphenyl)-4-vinylisocoumarine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 7-methoxy-3-(4-methoxyphenyl)-4-vinylisocoumarine

There total 4 articles about 7-methoxy-3-(4-methoxyphenyl)-4-vinylisocoumarine 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: 76.0%

4-iodo-7-methoxy-3-(4-methoxyphenyl)isocoumarine (869284-19-5) + tri-n-butyl(vinyl)tin (7486-35-3) → 7-methoxy-3-(4-methoxyphenyl)-4-vinylisocoumarine (869284-22-0)

Guidance literature:

With tri-tert-butyl phosphine; cesium fluoride; palladium bis(dibenzylideneacetone)palladium⁽⁰⁾; In 1,4-dioxane; at 80 ℃; for 12h;

DOI:10.1016/j.bmc.2005.07.014

Reference yield:

5-methoxy-2-trifluoromethanesulfonyloxy benzoic acid methyl ester (345924-12-1) → 7-methoxy-3-(4-methoxyphenyl)-4-vinylisocoumarine (869284-22-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 75 percent / triethylamine; CuI; tetrabutylammonium iodide / Pd(PPh₃)4 / acetonitrile / 4 h / Heating

2: 73 percent / I₂ / acetonitrile / 2 h / 20 °C

3: 76 percent / (t-Bu)3P; CsF / Pd₂(dba)2 / dioxane / 12 h / 80 °C

With copper(l) iodide; tri-tert-butyl phosphine; iodine; tetra-(n-butyl)ammonium iodide; triethylamine; cesium fluoride; tetrakis(triphenylphosphine) palladium⁽⁰⁾; palladium bis(dibenzylideneacetone)palladium⁽⁰⁾; In 1,4-dioxane; acetonitrile; 1: Sonogashira coupling / 3: Stille coupling;

DOI:10.1016/j.bmc.2005.07.014

Reference yield:

5-methoxy-2-(4-methoxyphenylethynyl)benzoic acid methyl ester (869284-18-4) → 7-methoxy-3-(4-methoxyphenyl)-4-vinylisocoumarine (869284-22-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 73 percent / I₂ / acetonitrile / 2 h / 20 °C

2: 76 percent / (t-Bu)3P; CsF / Pd₂(dba)2 / dioxane / 12 h / 80 °C

With tri-tert-butyl phosphine; iodine; cesium fluoride; palladium bis(dibenzylideneacetone)palladium⁽⁰⁾; In 1,4-dioxane; acetonitrile; 2: Stille coupling;

DOI:10.1016/j.bmc.2005.07.014

upstream raw materials:

4-iodo-7-methoxy-3-(4-methoxyphenyl)isocoumarine

tri-n-butyl(vinyl)tin

5-methoxy-2-trifluoromethanesulfonyloxy benzoic acid methyl ester

5-methoxy-2-(4-methoxyphenylethynyl)benzoic acid methyl ester

Downstream raw materials:

4-ethyl-7-methoxy-3-(4-methoxyphenyl)isocoumarine