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

Base Information

• Chemical Name: 5-methoxy-2-(4-methoxyphenylethynyl)benzoic acid methyl ester
• CAS No.: 869284-18-4
• Molecular Formula: C₁₈H₁₆O₄
• Molecular Weight: 296.323
• Mol file: 869284-18-4.mol

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

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

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

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

There total 2 articles about 5-methoxy-2-(4-methoxyphenylethynyl)benzoic acid methyl ester 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: 75.0%

5-methoxy-2-trifluoromethanesulfonyloxy benzoic acid methyl ester (345924-12-1) + 4-methoxyphenylacetylen (768-60-5) → 5-methoxy-2-(4-methoxyphenylethynyl)benzoic acid methyl ester (869284-18-4)

Guidance literature:

With copper(l) iodide; tetra-(n-butyl)ammonium iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; for 4h; Heating;

DOI:10.1016/j.bmc.2005.07.014

Reference yield:

methyl 5-methoxy-2-hydroxybenzoate (2905-82-0) → 5-methoxy-2-(4-methoxyphenylethynyl)benzoic acid methyl ester (869284-18-4)

Guidance literature:

Multi-step reaction with 2 steps

1: 90 percent / triethylamine / toluene / 1 h / 20 °C

2: 75 percent / triethylamine; CuI; tetrabutylammonium iodide / Pd(PPh₃)4 / acetonitrile / 4 h / Heating

With copper(l) iodide; tetra-(n-butyl)ammonium iodide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In toluene; acetonitrile; 2: Sonogashira coupling;

DOI:10.1016/j.bmc.2005.07.014

Reference yield: 82.0%

5-methoxy-2-(4-methoxyphenylethynyl)benzoic acid methyl ester (869284-18-4) → 4-bromo-7-methoxy-3-(4-methoxyphenyl)isocoumarine (869284-20-8)

Guidance literature:

With bromine; In acetonitrile; at 20 ℃; for 1h;

DOI:10.1016/j.bmc.2005.07.014

upstream raw materials:

5-methoxy-2-trifluoromethanesulfonyloxy benzoic acid methyl ester

4-methoxyphenylacetylen

methyl 5-methoxy-2-hydroxybenzoate

Downstream raw materials:

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

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

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

7-hydroxy-3-(4-hydroxy-phenyl)-isochroman-1-one