2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene

Base Information

• Chemical Name: 2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene
• CAS No.: 1027100-41-9
• Molecular Formula: C₁₆H₁₄O₂
• Molecular Weight: 238.286
• Mol file: 1027100-41-9.mol

Synonyms:2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene

Chemical Property of 2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene

There total 3 articles about 2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene 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%

4-iodoanisol (529-28-2) + 1-ethynyl-3-methoxybenzene (768-70-7) → 2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene (1027100-41-9)

Guidance literature:

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 20 ℃; for 0.5h;

DOI:10.1039/b717832h

Reference yield:

[(2-methoxyphenyl)ethynyl]trimethylsilane (40230-91-9) + C17H17N3O6 → 2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene (1027100-41-9)

Guidance literature:

With dichloro bis(acetonitrile) palladium(II); C₁₀H₉F₃N₂O; potassium carbonate; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In 1,2-dichloro-ethane; at 140 ℃;

DOI:10.1021/acscatal.0c05372

Reference yield:

1-(3-methoxyphenyl)butan-1-one (21550-06-1) → 2-methoxy-1-[(3-methoxyphenyl)-ethynyl]-benzene (1027100-41-9)

Guidance literature:

Multi-step reaction with 2 steps

1: hydrogenchloride / ethanol

2: dichloro bis(acetonitrile) palladium(II); potassium carbonate; C₁₀H₉F₃N₂O; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate / 1,2-dichloro-ethane / 140 °C

With hydrogenchloride; dichloro bis(acetonitrile) palladium(II); C₁₀H₉F₃N₂O; potassium carbonate; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; In ethanol; 1,2-dichloro-ethane;

DOI:10.1021/acscatal.0c05372

upstream raw materials:

4-iodoanisol

1-ethynyl-3-methoxybenzene

[(2-methoxyphenyl)ethynyl]trimethylsilane

1-(3-methoxyphenyl)butan-1-one

Refernces

• 1、 Xu, Hui,Ma, Biao,Fu, Zunyun,Li, Han-Yuan,Wang, Xing,Wang, Zhen-Yu,Li, Ling-Jun,Cheng, Tai-Jin,Zheng, Mingyue,Dai, Hui-Xiong. "Ligand-Promoted Alkynylation of Aryl Ketones: A Practical Tool for Structural Diversity in Drugs and Natural Products". . p. 1758 - 1764. Retrieved 2021/02/09.