1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-[(2,6-di(acetylamino)pyridine-4-yl)ethynyl]benzene

Base Information

Chemical Name:1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-[(2,6-di(acetylamino)pyridine-4-yl)ethynyl]benzene
CAS No.:1334224-74-6
Molecular Formula:C₄₆H₇₁N₃O₄Si
Molecular Weight:758.173
Hs Code.:

Synonyms:1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-[(2,6-di(acetylamino)pyridine-4-yl)ethynyl]benzene

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Chemical Property of 1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-[(2,6-di(acetylamino)pyridine-4-yl)ethynyl]benzene

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Technology Process of 1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-[(2,6-di(acetylamino)pyridine-4-yl)ethynyl]benzene

There total 4 articles about 1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-[(2,6-di(acetylamino)pyridine-4-yl)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: 63.0%

: 224456-51-3
2,6-di(acetylamino)-4-ethynylpyridine

: 523978-90-7
1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-iodobenzene

: 1334224-74-6
1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-[(2,6-di(acetylamino)pyridine-4-yl)ethynyl]benzene

Guidance literature:: With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine; In tetrahydrofuran; at 20 ℃; for 48h; Inert atmosphere;
DOI:10.1021/ja2011516

Reference yield:

: 3230-09-9
1,4-bis-dodecyloxy-benzene

: 1334224-74-6
1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-[(2,6-di(acetylamino)pyridine-4-yl)ethynyl]benzene

Guidance literature:: Multi-step reaction with 3 steps

1: mercury(II) diacetate; iodine / dichloromethane / 12 h / 20 °C

2: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

3: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; mercury(II) diacetate; iodine; triethylamine; In tetrahydrofuran; dichloromethane; 2: Sonogashira coupling / 3: Sonogashira coupling;
DOI:10.1021/ja2011516

Reference yield:

: 143-15-7
1-dodecylbromide

: 1334224-74-6
1,4-bis(dodecyloxy)-2-[(trimethylsilyl)ethynyl]-5-[(2,6-di(acetylamino)pyridine-4-yl)ethynyl]benzene

Guidance literature:: Multi-step reaction with 4 steps

1.1: potassium carbonate / N,N-dimethyl-formamide / 0.5 h / 20 °C

1.2: 12 h / 60 °C

2.1: mercury(II) diacetate; iodine / dichloromethane / 12 h / 20 °C

3.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 12 h / 20 °C / Inert atmosphere

4.1: copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; triethylamine / tetrahydrofuran / 48 h / 20 °C / Inert atmosphere

With copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; mercury(II) diacetate; iodine; potassium carbonate; triethylamine; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; 3.1: Sonogashira coupling / 4.1: Sonogashira coupling;
DOI:10.1021/ja2011516