Ethyl 5-(4-methoxyphenyl)thiophene-2-carboxylate

Base Information

• Chemical Name: Ethyl 5-(4-methoxyphenyl)thiophene-2-carboxylate
• CAS No.: 13858-71-4
• Molecular Formula: C14H14 O3 S
• Molecular Weight: 262.329
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID70376966
• Wikidata: Q82165940
• Mol file: 13858-71-4.mol

Synonyms:ethyl 5-(4-methoxyphenyl)thiophene-2-carboxylate;13858-71-4;Ethyl 5-(4-methoxyphenyl)-2-thiophenecarboxylate;SCHEMBL6361017;DTXSID70376966;YUXBXDQIEMWBMS-UHFFFAOYSA-N;MFCD01860770;AKOS005069640;CS-0445639;FT-0680099;12X-0701;J-521066

Chemical Property of Ethyl 5-(4-methoxyphenyl)thiophene-2-carboxylate

Chemical Property:

• Vapor Pressure: 1.39E-06mmHg at 25°C
• Melting Point: 71-75°C
• Boiling Point: 399.2°Cat760mmHg
• Flash Point: 195.2°C
• PSA: 63.77000
• Density: 1.178g/cm³
• LogP: 3.60040
• Storage Temp.: 2-8°C
• XLogP3: 3.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 5
• Exact Mass: 262.06636548
• Heavy Atom Count: 18
• Complexity: 274

Purity/Quality:

99% ^*data from raw suppliers

Ethyl 5-(4-methoxyphenyl)thiophene-2-carboxylate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CC=C(S1)C2=CC=C(C=C2)OC

Technology Process of Ethyl 5-(4-methoxyphenyl)thiophene-2-carboxylate

There total 4 articles about Ethyl 5-(4-methoxyphenyl)thiophene-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: 98.0%

ethyl 5-bromothiophene-2-carboxylate (5751-83-7) + 4-methoxyphenylboronic acid (5720-07-0) → ethyl 5-(4-methoxyphenyl) thiophene-2-carboxylate (13858-71-4)

Guidance literature:

With potassium carbonate; palladium dichloride; In ethanol; water; at 60 ℃; for 0.116667h;

DOI:10.1021/acs.orglett.1c02447

Reference yield: 79.0%

(Z)-3-(4-Methoxy-phenyl)-3-methylsulfanyl-propenal (30787-00-9) + potassium ethyl thioglycolate → ethyl 5-(4-methoxyphenyl) thiophene-2-carboxylate (13858-71-4)

Guidance literature:

With potassium carbonate; In ethanol; at 80 ℃; for 1h; Reflux;

DOI:10.1016/j.tetlet.2016.01.055

Reference yield: 72.0%

ethyl 5-bromothiophene-2-carboxylate (5751-83-7) + para-iodoanisole (696-62-8) → ethyl 5-(4-methoxyphenyl) thiophene-2-carboxylate (13858-71-4)

Guidance literature:

ethyl 5-bromothiophene-2-carboxylate; With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; di-sec-butylmagnesium; In toluene; at -40 ℃; for 0.75h; Schlenk technique;

para-iodoanisole; With dicyclohexyl-(2',6'-dimethoxybiphenyl-2-yl)-phosphane; palladium diacetate; zinc(II) chloride; In tetrahydrofuran; toluene; at 20 ℃;

DOI:10.1055/a-1551-4093

upstream raw materials:

(Z)-3-chloro-3-(4-methoxyphenyl)acrylaldehyde

ethyl 2-sulfanylacetate

ethyl 5-bromothiophene-2-carboxylate

4-methoxyphenylboronic acid

Downstream raw materials:

5-(4-methoxy-phenyl)-thiophene-2-carboxylic acid hydrazide

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