Ethyl 2-(4-methoxybenzylidene)acetoacetate

Base Information

• Chemical Name: Ethyl 2-(4-methoxybenzylidene)acetoacetate
• CAS No.: 15725-26-5
• Molecular Formula: C₁₄H₁₆O₄
• Molecular Weight: 248.279
• European Community (EC) Number: 668-041-2
• Nikkaji Number: J274.464C,J2.477.923H
• Mol file: 15725-26-5.mol

Synonyms:NSC637283;AKOS024337593;Ethyl 2-acetyl-3-(4-methoxyphenyl)acrylate;ETHYL 2-(4-METHOXYBENZYLIDENE)ACETOACETATE;2-(4-Methoxybenzylidene)acetoacetic acid ethyl ester;2-[(E)-4-Methoxybenzylidene]acetoacetic acid ethyl ester;ethyl (2E)-2-[(4-methoxyphenyl)methylene]-3-oxo-butanoate

Chemical Property of Ethyl 2-(4-methoxybenzylidene)acetoacetate

Chemical Property:

• PSA: 52.60000
• LogP: 2.23070
• XLogP3: 2.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 6
• Exact Mass: 248.10485899
• Heavy Atom Count: 18
• Complexity: 325

Purity/Quality:

98%,99%, ^*data from raw suppliers

ETHYL 2-(4-METHOXYBENZYLIDENE)ACETOACETATE Aldrich ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(=CC1=CC=C(C=C1)OC)C(=O)C
• Isomeric SMILES: CCOC(=O)/C(=C/C1=CC=C(C=C1)OC)/C(=O)C

Technology Process of Ethyl 2-(4-methoxybenzylidene)acetoacetate

There total 10 articles about Ethyl 2-(4-methoxybenzylidene)acetoacetate 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: 88.0%

ethyl acetoacetate (141-97-9) + 4-methoxy-benzaldehyde (123-11-5) → ethyl 2-(4-methoxybenzylidene)-3-oxobutanoate (24405-45-6,24405-46-7,15725-26-5)

Guidance literature:

With cobalt hydroxyapatite; at 80 ℃; for 0.0833333h;

DOI:10.1080/00397910903531714

Reference yield: 50.0%

ethyl acetoacetate (141-97-9) + 4-methoxy-benzaldehyde (123-11-5) → (Z)-1-(4-Methoxyphenyl)-2-ethoxycarbonyl-1-buten-3-one (15725-26-5,24405-46-7,24405-45-6)

Guidance literature:

With piperidine; acetic acid;

DOI:10.1080/00304940809458093

Reference yield: 50.0%

ethyl acetoacetate (141-97-9) + 4-methoxy-benzaldehyde (123-11-5) → (Z)-1-(4-Methoxyphenyl)-2-ethoxycarbonyl-1-buten-3-one (15725-26-5,24405-46-7,24405-45-6) + (E)-1-(4-Methoxyphenyl)-2-ethoxycarbonyl-1-buten-3-one (24405-46-7)

Guidance literature:

With piperidine; for 0.125h; microwave irradiation;

DOI:10.1016/j.tetasy.2007.09.002

upstream raw materials:

ethyl acetoacetate

4-methoxy-benzaldehyde

4-nitrobenzaldehdye

3-acetoxy-crotonic acid ethyl ester

Downstream raw materials:

ethyl 6-amino-4-(4-methoxyphenyl)-5-cyano-2-methyl-4H-pyran-3-carboxylate

1,4-dihydro-2-[[(4-methoxyphenyl)methyl]thio]-4-(4-methoxyphenyl)-6-methyl-5-pyrimidinecarboxylic acid, ethyl ester

C₁₇H₂₂O₄

C₁₇H₂₃NO₆

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