(E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylic acid

Base Information

• Chemical Name: (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylic acid
• CAS No.: 1622307-75-8
• Molecular Formula: C₂₄H₁₈O₆S
• Molecular Weight: 434.469

Synonyms:(E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylic acid

Chemical Property of (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylic acid

Chemical Property:

Purity/Quality:

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Technology Process of (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylic acid

There total 7 articles about (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylic acid 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: 52.0%

ethyl (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylate → (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylic acid (1622307-75-8)

Guidance literature:

With lithium hydroxide; In ethanol; water; at 20 ℃; for 18h;

DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

ethyl (E)-3-(4-hydroxy-2-methoxyphenyl)acrylate (149968-37-6) → (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylic acid (1622307-75-8)

Guidance literature:

Multi-step reaction with 4 steps

1.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 20 °C

1.2: 18 h / 80 °C

2.1: triphenylphosphine; chloro-trimethyl-silane / tetrahydrofuran / 18 h / 75 °C

3.1: boron tribromide / dichloromethane; hexane / 1 h / 0 °C

4.1: lithium hydroxide / ethanol; water / 18 h / 20 °C

With chloro-trimethyl-silane; boron tribromide; sodium hydride; triphenylphosphine; lithium hydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

3-bromo-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene (176672-06-3) → (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)-benzo[b]thiophen-3-yl)oxy)-2-methoxyphenyl)acrylic acid (1622307-75-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: trifluoroacetic acid; dihydrogen peroxide / dichloromethane / 1.67 h / 20 °C

2.1: sodium hydride / N,N-dimethyl-formamide; mineral oil / 0.17 h / 20 °C

2.2: 18 h / 80 °C

3.1: triphenylphosphine; chloro-trimethyl-silane / tetrahydrofuran / 18 h / 75 °C

4.1: boron tribromide / dichloromethane; hexane / 1 h / 0 °C

5.1: lithium hydroxide / ethanol; water / 18 h / 20 °C

With chloro-trimethyl-silane; dihydrogen peroxide; boron tribromide; sodium hydride; triphenylphosphine; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; ethanol; hexane; dichloromethane; water; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.jmedchem.7b01682

upstream raw materials:

ethyl (E)-3-(4-hydroxy-2-methoxyphenyl)acrylate

3-bromo-6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophene

4-bromo-3-methoxyphenol

2-(4'-methoxyphenyl)-6-methoxybenzothiophene

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