Methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate

Base Information

• Chemical Name: Methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate
• CAS No.: 105213-31-8
• Molecular Formula: C12H12O4
• Molecular Weight: 220.225
• Hs Code.: 2918990090
• Mol file: 105213-31-8.mol

Synonyms:Methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate;

Chemical Property of Methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate

Chemical Property:

• PSA: 52.60000
• LogP: 1.45050
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

Methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate ^*data from reagent suppliers

Safty Information:

• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate

There total 11 articles about Methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate 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: 91.0%

pyruvic acid methyl ester (600-22-6) + 4-methoxy-benzaldehyde (123-11-5) → (E)-methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate (105213-31-8)

Guidance literature:

With trimethyl orthoformate; copper(II) bis(trifluoromethanesulfonate); In dichloromethane; for 60h; Heating;

Reference yield: 85.0%

p-Anisaldehyde dimethyl acetal (2186-92-7) + methyl 2-(trimethylsilyloxy)acrylate (95799-94-3) → (E)-methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate (105213-31-8)

Guidance literature:

With boron trifluoride diethyl etherate; In dichloromethane; at -78 - 0 ℃; for 3h;

DOI:10.1016/S0040-4020(97)00646-7

Reference yield: 76.0%

methanol (67-56-1) + potassium (E)-4-(4-methoxyphenyl)-2-oxobut-3-enoate → (E)-methyl 4-(4-methoxyphenyl)-2-oxobut-3-enoate (105213-31-8)

Guidance literature:

methanol; With acetyl chloride; at 0 ℃;

potassium (E)-4-(4-methoxyphenyl)-2-oxobut-3-enoate; at 20 - 25 ℃; for 8h; Reflux;

DOI:10.1016/j.tetasy.2017.01.002

upstream raw materials:

methanol

4-(4-methoxyphenyl)-2-oxo-3-butenoic acid

p-Anisaldehyde dimethyl acetal

methyl 2-(trimethylsilyloxy)acrylate

Downstream raw materials:

methyl 4-(4-methoxyphenyl)-2-oxo-4-(1H-pyrrol-2-yl)butanoate

(3R,4R)-methyl 4-(4-methoxyphenyl)-2-oxo-3-phenyl-3,4-dihydro-2H-pyran-6-carboxylate

trimethyl 1-benzyl-4-(4-methoxyphenyl)-1,4-dihydropyridine-2,3,6-tricarboxylate

trimethyl 4-(4-methoxyphenyl)-1-phenyl-1,4-dihydropyridine-2,3,6-tricarboxylate

Refernces

• 1、 Peňa?ka, Tibor,Palchykov, Vitalii,Rakovsky, Erik,Addová, Gabriela,?ebesta, Radovan. "Stereoselective Organocatalytic Construction of Spiro Oxindole Pyrrolidines Using Unsaturated α-Ketoesters and α-Ketoamides". . p. 1693 - 1703. Retrieved 2021/03/15.
• 2、 Taylor, James E.,Davies, Alyn T.,Douglas, James J.,Churchill, Gwydion,Smith, Andrew D.. "Enantioselective NHC-catalysed redox [4+2]-hetero-Diels-Alder reactions using α-aroyloxyaldehydes and unsaturated ketoesters". . p. 355 - 366. Retrieved 2017/02/15.