4-[2-(4-ethynyl-2,5-dimethoxyphenyl)ethenyl]-2,6-dimethyl-1-nitrobenzene

Base Information

• Chemical Name: 4-[2-(4-ethynyl-2,5-dimethoxyphenyl)ethenyl]-2,6-dimethyl-1-nitrobenzene
• CAS No.: 1208264-51-0
• Molecular Formula: C₂₀H₁₉NO₄
• Molecular Weight: 337.375

Synonyms:4-[2-(4-ethynyl-2,5-dimethoxyphenyl)ethenyl]-2,6-dimethyl-1-nitrobenzene

Chemical Property of 4-[2-(4-ethynyl-2,5-dimethoxyphenyl)ethenyl]-2,6-dimethyl-1-nitrobenzene

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Technology Process of 4-[2-(4-ethynyl-2,5-dimethoxyphenyl)ethenyl]-2,6-dimethyl-1-nitrobenzene

There total 1 articles about 4-[2-(4-ethynyl-2,5-dimethoxyphenyl)ethenyl]-2,6-dimethyl-1-nitrobenzene 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: 70.1%

diethyl (3,5-dimethyl-4-nitrobenzyl)phosphonate (864513-22-4) + 4-ethynyl-2,5-dimethoxybenzenecarbaldehyde (1208264-50-9) → 4-[2-(4-ethynyl-2,5-dimethoxyphenyl)ethenyl]-2,6-dimethyl-1-nitrobenzene (1208264-51-0)

Guidance literature:

diethyl (3,5-dimethyl-4-nitrobenzyl)phosphonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; Inert atmosphere;

4-ethynyl-2,5-dimethoxybenzenecarbaldehyde; In tetrahydrofuran; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.10.120

Reference yield: 90.2%

4-[2-(4-ethynyl-2,5-dimethoxyphenyl)ethenyl]-2,6-dimethyl-1-nitrobenzene (1208264-51-0) → 1,4-bis{2,5-dimethoxy-4-[2-(3,5-dimethyl-4-nitrophenyl)ethenyl]phenyl}butadiyne (1208264-45-2)

Guidance literature:

With pyridine; copper diacetate; In tetrahydrofuran; Heating;

DOI:10.1016/j.bmcl.2009.10.120

Reference yield: 49.3%

4-[2-(4-ethynyl-2,5-dimethoxyphenyl)ethenyl]-2,6-dimethyl-1-nitrobenzene (1208264-51-0) + 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane (25015-63-8) → 2,6-dimethyl-4-(2-{2,5-dimethoxy-4-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)ethenyl]phenyl}ethenyl)-1-nitrobenzene (1208264-52-1)

Guidance literature:

With Schwartz's reagent; In dichloromethane; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1016/j.bmcl.2009.10.120

upstream raw materials:

diethyl (3,5-dimethyl-4-nitrobenzyl)phosphonate

4-ethynyl-2,5-dimethoxybenzenecarbaldehyde

Downstream raw materials:

bis{2,5-dimethoxy-4-[2-(3,5-dimethyl-4-nitrophenyl)ethenyl]phenyl}ethyne

1,4-bis{2,5-dimethoxy-4-[2-(3,5-dimethyl-4-nitrophenyl)ethenyl]phenyl}butadiyne

2,6-dimethyl-4-(2-{2,5-dimethoxy-4-[2-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)ethenyl]phenyl}ethenyl)-1-nitrobenzene

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