(Z)-5-[2-((Z)-3-Bromo-acryloyloxy)-phenyl]-pent-2-en-4-ynoic acid methyl ester

Base Information

Chemical Name:(Z)-5-[2-((Z)-3-Bromo-acryloyloxy)-phenyl]-pent-2-en-4-ynoic acid methyl ester
CAS No.:444890-80-6
Molecular Formula:C₁₅H₁₁BrO₄
Molecular Weight:335.154
Hs Code.:

Synonyms:(Z)-5-[2-((Z)-3-Bromo-acryloyloxy)-phenyl]-pent-2-en-4-ynoic acid methyl ester

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-5-[2-((Z)-3-Bromo-acryloyloxy)-phenyl]-pent-2-en-4-ynoic acid methyl ester

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Technology Process of (Z)-5-[2-((Z)-3-Bromo-acryloyloxy)-phenyl]-pent-2-en-4-ynoic acid methyl ester

There total 4 articles about (Z)-5-[2-((Z)-3-Bromo-acryloyloxy)-phenyl]-pent-2-en-4-ynoic 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: 71.0%

: 444890-99-7
5-(2-hydroxyphenyl)pent-2-en-4-ynoic acid methyl ester

: 1609-92-3
(Z)-3-bromoacrylic acid

: 444890-80-6
(Z)-5-[2-((Z)-3-Bromo-acryloyloxy)-phenyl]-pent-2-en-4-ynoic acid methyl ester

Guidance literature:: With dmap; dicyclohexyl-carbodiimide; In dichloromethane; at 20 ℃; for 1h;
DOI:10.1021/jo025659x

Reference yield:

: 5101-44-0
2-ethynyl-phenol

: 444890-80-6
(Z)-5-[2-((Z)-3-Bromo-acryloyloxy)-phenyl]-pent-2-en-4-ynoic acid methyl ester

Guidance literature:: Multi-step reaction with 2 steps

1: 60 percent / Et₂N / Pd(PPh₃)4; CuI / tetrahydrofuran / 0 - 20 °C

2: 71 percent / DMAP; DCC / CH₂Cl₂ / 1 h / 20 °C

With dmap; diethylamine; dicyclohexyl-carbodiimide; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 1: Sonogashira reaction;
DOI:10.1021/jo025659x

Reference yield:

: 533-58-4
2-Iodophenol

: 444890-80-6
(Z)-5-[2-((Z)-3-Bromo-acryloyloxy)-phenyl]-pent-2-en-4-ynoic acid methyl ester

Guidance literature:: Multi-step reaction with 4 steps

1: 98 percent / CuI / PdCl₂(PPh₃)2

2: 100 percent / KF; methanol

3: 60 percent / Et₂N / Pd(PPh₃)4; CuI / tetrahydrofuran / 0 - 20 °C

4: 71 percent / DMAP; DCC / CH₂Cl₂ / 1 h / 20 °C

With methanol; dmap; potassium fluoride; copper(l) iodide; diethylamine; dicyclohexyl-carbodiimide; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; dichloromethane; 3: Sonogashira reaction;
DOI:10.1021/jo025659x