Ethyl 3-(Benzo[B]Thiophen-2-Yl)-3-Oxo-Propanoate

Base Information

• Chemical Name: Ethyl 3-(Benzo[B]Thiophen-2-Yl)-3-Oxo-Propanoate
• CAS No.: 55473-29-5
• Molecular Formula: C₁₃H₁₂O₃S
• Molecular Weight: 248.302
• Hs Code.: 2934999090
• Mol file: 55473-29-5.mol

Synonyms:Ethylbenzothienyl acetate;Ethyl 3-(1-benzothiophen-2-yl)-3-oxopropanoate;Ethyl 3-(benzo[b]thiophen-2-yl)-3-oxopropanoate;

Chemical Property of Ethyl 3-(Benzo[B]Thiophen-2-Yl)-3-Oxo-Propanoate

Chemical Property:

• Vapor Pressure: 1.14E-05mmHg at 25°C
• Refractive Index: 1.606
• Boiling Point: 370 °C at 760 mmHg
• Flash Point: 177.6 °C
• PSA: 71.61000
• Density: 1.256 g/cm³
• LogP: 3.03720

Purity/Quality:

98%min ^*data from raw suppliers

Ethyl3-(benzo[b]thiophen-2-yl)-3-oxopropanoate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Ethyl 3-(Benzo[B]Thiophen-2-Yl)-3-Oxo-Propanoate

There total 2 articles about Ethyl 3-(Benzo[B]Thiophen-2-Yl)-3-Oxo-Propanoate 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: 49.0%

2-acetyl benzo[b]thiophene (22720-75-8) + Diethyl carbonate (105-58-8,76619-83-5) → 3-benzo[b]thiophen-2-yl-3-oxopropionic acid ethyl ester (55473-29-5)

Guidance literature:

Diethyl carbonate; With sodium hydride; In toluene; for 0.0833333h; Inert atmosphere;

2-acetyl benzo[b]thiophene; In toluene; Inert atmosphere; Reflux;

DOI:10.1021/acs.orglett.9b00053

Reference yield:

benzothiophene-2-carboxylic acid chloride (39827-11-7) + ethyl acetoacetate (141-97-9) → 3-benzo[b]thiophen-2-yl-3-oxopropionic acid ethyl ester (55473-29-5)

Guidance literature:

With sodium ethanolate; anschliessend Behandeln mit wss. Ammoniak und mit wss. Kupfer(II)-sulfat-Loesung und Behandeln des Reaktionsprodukts mit wss. Salzsaeure;

Reference yield:

3-benzo[b]thiophen-2-yl-3-oxopropionic acid ethyl ester (55473-29-5) → ethyl 2-(benzo[b]thiophene-2-carbonyl)-5-phenylpent-4-ynoate

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.08 h / 20 °C / Inert atmosphere

1.2: 20 °C / Inert atmosphere

2.1: triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide / acetonitrile / 17 h / 20 °C / Inert atmosphere

With bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; sodium hydride; triethylamine; In tetrahydrofuran; acetonitrile; 2.1: |Sonogashira Cross-Coupling;

DOI:10.1021/acs.orglett.9b00053

upstream raw materials:

benzothiophene-2-carboxylic acid chloride

ethyl acetoacetate

2-acetyl benzo[b]thiophene

Diethyl carbonate

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