2-bromo-4-[2-(2-methoxy-ethoxy)-ethoxy]-6-trimethylsilanylethynyl-phenylamine

Base Information

Chemical Name:2-bromo-4-[2-(2-methoxy-ethoxy)-ethoxy]-6-trimethylsilanylethynyl-phenylamine
CAS No.:862903-76-2
Molecular Formula:C₁₆H₂₄BrNO₃Si
Molecular Weight:386.361
Hs Code.:

Synonyms:2-bromo-4-[2-(2-methoxy-ethoxy)-ethoxy]-6-trimethylsilanylethynyl-phenylamine

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Chemical Property of 2-bromo-4-[2-(2-methoxy-ethoxy)-ethoxy]-6-trimethylsilanylethynyl-phenylamine

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Technology Process of 2-bromo-4-[2-(2-methoxy-ethoxy)-ethoxy]-6-trimethylsilanylethynyl-phenylamine

There total 5 articles about 2-bromo-4-[2-(2-methoxy-ethoxy)-ethoxy]-6-trimethylsilanylethynyl-phenylamine 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: 50.0%

: 880106-81-0
2,6-dibromo-4-(2-(2-methoxyethoxy)ethoxyl)aniline

: 1066-54-2
trimethylsilylacetylene

: 862903-76-2
2-bromo-4-[2-(2-methoxy-ethoxy)-ethoxy]-6-trimethylsilanylethynyl-phenylamine

Guidance literature:: With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; triethylamine; In tetrahydrofuran; at 80 - 82 ℃; for 14h;
DOI:10.1021/ja0547984

Reference yield:

: 69828-74-6
1-(2-(2-methoxyethoxy)ethoxy)-4-nitrobenzene

: 862903-76-2
2-bromo-4-[2-(2-methoxy-ethoxy)-ethoxy]-6-trimethylsilanylethynyl-phenylamine

Guidance literature:: Multi-step reaction with 3 steps

1: 96 percent / H₂ / Pd/C / ethyl acetate / 10 h / 20 °C

2: 66 percent / Br₂ / CH₂Cl₂; methanol / 30 h / 20 °C

3: 50 percent / CuI; Pd(PPh₃)2Cl₂; Et₃N / tetrahydrofuran / 14 h / 80 - 82 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; bromine; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; 3: Sonogashira coupling;
DOI:10.1021/ja0547984

Reference yield:

: 100-02-7,78813-13-5,89830-32-0
4-nitro-phenol

: 862903-76-2
2-bromo-4-[2-(2-methoxy-ethoxy)-ethoxy]-6-trimethylsilanylethynyl-phenylamine

Guidance literature:: Multi-step reaction with 4 steps

1: 94 percent / K₂CO₃ / dimethylformamide / 19 h / 65 - 70 °C

2: 96 percent / H₂ / Pd/C / ethyl acetate / 10 h / 20 °C

3: 66 percent / Br₂ / CH₂Cl₂; methanol / 30 h / 20 °C

4: 50 percent / CuI; Pd(PPh₃)2Cl₂; Et₃N / tetrahydrofuran / 14 h / 80 - 82 °C

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; hydrogen; bromine; potassium carbonate; triethylamine; palladium on activated charcoal; In tetrahydrofuran; methanol; dichloromethane; ethyl acetate; N,N-dimethyl-formamide; 4: Sonogashira coupling;
DOI:10.1021/ja0547984