Methyl 4-hydroxy-4-(4-methylphenyl)-2-oxobut-3-enoate

Base Information

• Chemical Name: Methyl 4-hydroxy-4-(4-methylphenyl)-2-oxobut-3-enoate
• CAS No.: 65356-47-0
• Molecular Formula: C₁₂H₁₂O₄
• Molecular Weight: 220.225
• DSSTox Substance ID: DTXSID20358050
• Nikkaji Number: J1.196.029D

Synonyms:methyl 4-hydroxy-4-(4-methylphenyl)-2-oxobut-3-enoate;65356-47-0;DTXSID20358050;SMSF0016517;CB03509

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

Chemical Property:

• XLogP3: 2.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 220.07355886
• Heavy Atom Count: 16
• Complexity: 298

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

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

There total 1 articles about Methyl 4-hydroxy-4-(4-methylphenyl)-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: 49.0%

Dimethyl oxalate (553-90-2) + para-methylacetophenone (122-00-9) → 2-hydroxy-4-oxo-4-p-tolyl-but-2-enoic acid methyl ester (39848-01-6,65356-47-0)

Guidance literature:

Dimethyl oxalate; With sodium methylate; In methanol; for 0.25h;

para-methylacetophenone; In methanol; at 30 ℃; for 0.0833333h; Microwave irradiation;

DOI:10.1021/jm101212e

Reference yield: 91.0%

2-hydroxy-4-oxo-4-p-tolyl-but-2-enoic acid methyl ester (39848-01-6,65356-47-0) + 1-amino-4-({[amino(imino)methyl]amino}sulfonyl)benzene (57-67-0,61116-95-8) → 2-hydroxy-4-(4-methylphenyl)-4-oxo-2-butenoic acid N-(4-guanidylsulfonylphenyl)amide

Guidance literature:

With sodium acetate; acetic acid; for 0.333333h; Reflux;

DOI:10.1134/S1070363215040106

Reference yield: 87.0%

2-hydroxy-4-oxo-4-p-tolyl-but-2-enoic acid methyl ester (39848-01-6,65356-47-0) + N-(2-aminoethyl)benzeneamine (1664-40-0) → 3-(2-oxo-2-p-tolyl-ethylidene)-1-phenyl-piperazin-2-one (178408-22-5)

Guidance literature:

In ethanol; acetic acid; for 1.5h;

DOI:10.1007/BF02219701

upstream raw materials:

Dimethyl oxalate

para-methylacetophenone

Downstream raw materials:

(Z)-4-Oxo-2-phenylamino-4-p-tolyl-but-2-enoic acid methyl ester

3-(2-oxo-2-p-tolyl-ethylidene)-1-phenyl-piperazin-2-one

5-(4-ethylphenyl)-3-hydroxy-1-(2-hydroxypropyl)-4-(4-methylbenzoyl)-1,5-dihydropyrrol-2-one

3-hydroxy-5-(4-hydroxyphenyl)-1-(2-hydroxypropyl)-4-(4-methylbenzoyl)-1,5-dihydropyrrol-2-one

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