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

Base Information

• Chemical Name: (E)-methyl 3-(4-((6-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate
• CAS No.: 1622309-51-6
• Molecular Formula: C₂₅H₂₀O₅S
• Molecular Weight: 432.497

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

Chemical Property of (E)-methyl 3-(4-((6-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
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Technology Process of (E)-methyl 3-(4-((6-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate

There total 5 articles about (E)-methyl 3-(4-((6-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate 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: 33.0%

(E)-methyl 3-(4-((6-methoxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate (1622309-07-2) → (E)-methyl 3-(4-((6-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate (1622309-51-6)

Guidance literature:

With boron tribromide; In n-heptane; dichloromethane; at 0 ℃; for 1h;

DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

2-(4'-methoxyphenyl)-6-methoxybenzothiophene (63675-74-1) → (E)-methyl 3-(4-((6-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate (1622309-51-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: N-Bromosuccinimide / tetrahydrofuran / 3 h / 0 - 25 °C

2.1: trifluoroacetic acid; dihydrogen peroxide / dichloromethane / 1.67 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: boron tribromide / dichloromethane; n-heptane / 1 h / 0 °C

With N-Bromosuccinimide; chloro-trimethyl-silane; dihydrogen peroxide; boron tribromide; sodium hydride; triphenylphosphine; trifluoroacetic acid; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.jmedchem.7b01682

Reference yield:

2-(4'-methoxyphenyl)-3-bromo-6-methoxybenzo[b]thiophene S-oxide (182133-00-2) → (E)-methyl 3-(4-((6-hydroxy-2-(4-methoxyphenyl)benzo[b]thiophen-3-yl)oxy)phenyl)acrylate (1622309-51-6)

Guidance literature:

Multi-step reaction with 3 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; n-heptane / 1 h / 0 °C

With chloro-trimethyl-silane; boron tribromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; n-heptane; dichloromethane; N,N-dimethyl-formamide; mineral oil;

DOI:10.1021/acs.jmedchem.7b01682

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

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

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

Downstream raw materials:

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

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