(E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide

Base Information

• Chemical Name: (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide
• CAS No.: 1622307-43-0
• Molecular Formula: C₂₆H₂₀F₃NO₄S
• Molecular Weight: 499.51

Synonyms:(E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide

Chemical Property of (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide

Chemical Property:

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Technology Process of (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide

There total 7 articles about (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide 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: 86.0%

(E)-3-(4-((6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide (1622309-24-3) → (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide (1622307-43-0)

Guidance literature:

With boron tribromide; In n-heptane; at 20 ℃; for 1h;

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)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide (1622307-43-0)

Guidance literature:

Multi-step reaction with 6 steps

1.1: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C

1.2: 1.5 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: lithium hydroxide; water / tetrahydrofuran / 1 h / 20 °C

5.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

6.1: boron tribromide / n-heptane / 1 h / 20 °C

With chloro-trimethyl-silane; water; boron tribromide; sodium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

Reference yield:

2-(4'-methoxyphenyl)-6-methoxybenzothiophene (63675-74-1) → (E)-3-(4-((6-hydroxy-2-(4-hydroxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide (1622307-43-0)

Guidance literature:

Multi-step reaction with 7 steps

1.1: N-Bromosuccinimide / tetrahydrofuran / 3 h / 0 - 20 °C

2.1: trifluoroacetic acid / dichloromethane / 0.17 h / 20 °C

2.2: 1.5 h / 20 °C

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

3.2: 18 h / 80 °C

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

5.1: lithium hydroxide; water / tetrahydrofuran / 1 h / 20 °C

6.1: HATU; N-ethyl-N,N-diisopropylamine / N,N-dimethyl-formamide / 0.5 h / 20 °C

7.1: boron tribromide / n-heptane / 1 h / 20 °C

With N-Bromosuccinimide; chloro-trimethyl-silane; water; boron tribromide; sodium hydride; N-ethyl-N,N-diisopropylamine; triphenylphosphine; HATU; trifluoroacetic acid; lithium hydroxide; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

upstream raw materials:

(E)-methyl 3-(4-((6-methoxy-2-(4-methoxyphenyl)-1-oxidobenzo[b]thiophen-3-yl)oxy)phenyl)acrylate

(E)-methyl 3-(4-((6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

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

(E)-3-(4-((6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)-N-(3,3,3-trifluoropropyl)acrylamide

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