ethyl 3-(4-methoxyphenyl)-5-phenylthiophene-2-carboxylate

Base Information

• Chemical Name: ethyl 3-(4-methoxyphenyl)-5-phenylthiophene-2-carboxylate
• CAS No.: 1358811-55-8
• Molecular Formula: C₂₀H₁₈O₃S
• Molecular Weight: 338.427
• Mol file: 1358811-55-8.mol

Synonyms:ethyl 3-(4-methoxyphenyl)-5-phenylthiophene-2-carboxylate

Chemical Property of ethyl 3-(4-methoxyphenyl)-5-phenylthiophene-2-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-(4-methoxyphenyl)-5-phenylthiophene-2-carboxylate

There total 6 articles about ethyl 3-(4-methoxyphenyl)-5-phenylthiophene-2-carboxylate 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: 63.0%

carbon monoxide (201230-82-2) + para-iodoanisole (696-62-8) + phenylacetylene (536-74-3) + ethyl 2-sulfanylacetate (623-51-8) → ethyl 3-(4-methoxyphenyl)-5-phenylthiophene-2-carboxylate (1358811-55-8)

Guidance literature:

carbon monoxide; para-iodoanisole; phenylacetylene; With bis-triphenylphosphine-palladium(II) chloride; triethylamine; In tetrahydrofuran; at 40 ℃; for 14h; under 2250.23 Torr; Autoclave;

ethyl 2-sulfanylacetate; With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; ethanol; at 80 ℃; for 10h; under 2250.23 Torr; Autoclave;

DOI:10.1002/adsc.201601343

Reference yield:

C20H20O4S → ethyl 3-(4-methoxyphenyl)-5-phenylthiophene-2-carboxylate (1358811-55-8)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In tetrahydrofuran; at 25 ℃; Inert atmosphere;

DOI:10.1039/c2cc17548g

Reference yield:

iodobenzene (591-50-4) → ethyl 3-(4-methoxyphenyl)-5-phenylthiophene-2-carboxylate (1358811-55-8)

Guidance literature:

Multi-step reaction with 5 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triphenylphosphine / tetrahydrofuran / 0.17 h / 25 °C / Inert atmosphere

1.2: 12 h / 25 °C / Inert atmosphere

2.1: methanol; potassium hydroxide / water / 12 h / 0 - 25 °C / Darkness; Inert atmosphere

3.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / tetrahydrofuran / 2 h / 25 °C / Inert atmosphere

4.1: ethanol / tetrahydrofuran / Inert atmosphere

5.1: 1,8-diazabicyclo[5.4.0]undec-7-ene / tetrahydrofuran / 25 °C / Inert atmosphere

With methanol; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; ethanol; 1,8-diazabicyclo[5.4.0]undec-7-ene; triethylamine; triphenylphosphine; potassium hydroxide; In tetrahydrofuran; water; 1.1: Sonogashira coupling / 1.2: Sonogashira coupling / 3.1: Sonogashira coupling / 4.1: Michael addition / 5.1: Aldol condensation;

DOI:10.1039/c2cc17548g

upstream raw materials:

iodobenzene

phenylacetylene

1-Phenyl-2-(trimethylsilyl)acetylene

1-(4-methoxy-phenyl)-3-phenyl-propynone