4-(4-Methoxy-phenylethynyl)-benzoic acid Methyl ester

Base Information

• Chemical Name: 4-(4-Methoxy-phenylethynyl)-benzoic acid Methyl ester
• CAS No.: 229174-43-0
• Molecular Formula: C17H14O3
• Molecular Weight: 266.296
• Hs Code.: 2918990090
• Mol file: 229174-43-0.mol

Synonyms:4-methoxyphenyl-4-methoxycarbonylphenylacetylene;methyl 4-(2-(4-methoxyphenyl)ethynyl)benzoate;methyl 4-(4'-methoxyphenylethynyl)benzoate;

Chemical Property of 4-(4-Methoxy-phenylethynyl)-benzoic acid Methyl ester

Chemical Property:

• PSA: 35.53000
• LogP: 2.88160

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(4-Methoxy-phenylethynyl)-benzoic acid Methyl ester

There total 15 articles about 4-(4-Methoxy-phenylethynyl)-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: 92.0%

methyl 4-iodobenzoate (619-44-3) + 4-methoxyphenylacetylen (768-60-5) → 4-((4-methoxyphenyl)ethynyl)benzoic acid methyl ester (229174-43-0)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; Inert atmosphere; Schlenk technique;

DOI:10.1002/chem.201800360

Reference yield: 82.0%

4-methoxyphenylboronic acid (5720-07-0) + (4-methoxycarbonylphenyl)ethynyl iodide → 4-((4-methoxyphenyl)ethynyl)benzoic acid methyl ester (229174-43-0)

Guidance literature:

With potassium carbonate; palladium dichloride; In methanol; water; toluene; at 100 ℃; for 8h;

DOI:10.1016/j.tetlet.2010.05.011

Reference yield: 80.0%

1-(2,2-dibromovinyl)-4-methoxybenzene (60512-57-4) + 4-methoxycarbonylphenyl bromide (619-42-1) → 4-((4-methoxyphenyl)ethynyl)benzoic acid methyl ester (229174-43-0)

Guidance literature:

1-(2,2-dibromovinyl)-4-methoxybenzene; With caesium carbonate; In dimethyl sulfoxide; at 120 ℃; for 15h;

4-methoxycarbonylphenyl bromide; With palladium diacetate; In dimethyl sulfoxide; at 60 ℃; for 25h;

upstream raw materials:

methyl 4-iodobenzoate

4-methoxyphenylacetylen

para-iodoanisole

trimethylsilylacetylene

Downstream raw materials:

C₂₃H₂₅N₃O₅

C₂₃H₂₅N₃O₅

4-((4-methoxyphenyl)ethynyl)benzoic acid

trans-4-Methoxy-4'-stilbencarbonsaeure-methylester

Refernces

• 1、 -. "Unsymmetric bifunctional carborane derivatives, and preparation method and application thereof". Paragraph 0016; 0054-0060. . Retrieved 2019/03/24.
• 2、 Weingand, Vanessa,Wurm, Thomas,Vethacke, Vanessa,Dietl, Martin C.,Ehjeij, Daniel,Rudolph, Matthias,Rominger, Frank,Xie, Jin,Hashmi, A. Stephen K.. "Intermolecular Desymmetrizing Gold-Catalyzed Yne–Yne Reaction of Push–Pull Diarylalkynes". supporting information. p. 3725 - 3728. Retrieved 2018/02/23.