Ethyl 5-(2-acetoxyethyl)-4-methylthiophene-3-carboxylate

Base Information

• Chemical Name: Ethyl 5-(2-acetoxyethyl)-4-methylthiophene-3-carboxylate
• CAS No.: 19156-47-9
• Molecular Formula: C12H16O4S
• Molecular Weight: 256.31804
• Hs Code.: 2934999090
• DSSTox Substance ID: DTXSID00463075
• Nikkaji Number: J1.471.357C
• Wikidata: Q82287826
• Mol file: 19156-47-9.mol

Synonyms:Ethyl 5-(2-acetoxyethyl)-4-methylthiophene-3-carboxylate;19156-47-9;ethyl 5-(2-acetyloxyethyl)-4-methylthiophene-3-carboxylate;ETHYL 5-[2-(ACETYLOXY)ETHYL]-4-METHYLTHIOPHENE-3-CARBOXYLATE;3-Thiophenecarboxylic acid, 5-[2-(acetyloxy)ethyl]-4-methyl-, ethyl ester;Ethyl5-(2-acetoxyethyl)-4-methylthiophene-3-carboxylate;DTXSID00463075;AKOS016010633;FT-0707123;A850736

Chemical Property of Ethyl 5-(2-acetoxyethyl)-4-methylthiophene-3-carboxylate

Chemical Property:

• PSA: 80.84000
• LogP: 2.33880
• Storage Temp.: 2-8°C
• XLogP3: 2.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 7
• Exact Mass: 256.07693016
• Heavy Atom Count: 17
• Complexity: 280

Purity/Quality:

97% ^*data from raw suppliers

Ethyl5-(2-acetoxyethyl)-4-methylthiophene-3-carboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C1=CSC(=C1C)CCOC(=O)C

Technology Process of Ethyl 5-(2-acetoxyethyl)-4-methylthiophene-3-carboxylate

There total 8 articles about Ethyl 5-(2-acetoxyethyl)-4-methylthiophene-3-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: 94.0%

Ethyl 5-(2-acetoxyethyl)-2-bromo-4-methylthiophene-3-carboxylate (334687-32-0) → 5-(2-acetoxyethyl)-4-methyl-thiophene-3-carboxylic acid ethyl ester (19156-47-9)

Guidance literature:

With acetic acid; zinc; for 16h; Heating;

DOI:10.1039/b006962k

Reference yield:

Ethyl 5-(2-acetoxyethyl)-2-amino-4-methylthiophene-3-carboxylate (17423-23-3) → 5-(2-acetoxyethyl)-4-methyl-thiophene-3-carboxylic acid ethyl ester (19156-47-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 93 percent / CuBr₂; t-BuONO / acetonitrile / 0.5 h / 0 °C

2: 94 percent / Zn; AcOH / 16 h / Heating

With tert.-butylnitrite; acetic acid; copper(ll) bromide; zinc; In acetonitrile;

DOI:10.1039/b006962k

Reference yield:

Ethyl 6-acetoxy-2-cyano-3-methyl-4-chlorohex-2-enoate (334687-31-9) → 5-(2-acetoxyethyl)-4-methyl-thiophene-3-carboxylic acid ethyl ester (19156-47-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 82 percent / Na₂S; AcOH / ethanol / 2 h / -40 - -10 °C

2: 93 percent / CuBr₂; t-BuONO / acetonitrile / 0.5 h / 0 °C

3: 94 percent / Zn; AcOH / 16 h / Heating

With sodium sulfide; tert.-butylnitrite; acetic acid; copper(ll) bromide; zinc; In ethanol; acetonitrile;

DOI:10.1039/b006962k

upstream raw materials:

Ethyl 5-(2-acetoxyethyl)-2-bromo-4-methylthiophene-3-carboxylate

3-acetyl-2-oxo-4,5-dihydrofuran

3-chloro-3-acetylpropanol

Ethyl 5-(2-acetoxyethyl)-2-amino-4-methylthiophene-3-carboxylate

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