methyl (2Z)-4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-enoate

Base Information

• Chemical Name: methyl (2Z)-4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-enoate
• CAS No.: 65356-50-5
• Molecular Formula: C11H9BrO4
• Molecular Weight: 285.094
• European Community (EC) Number: 890-643-0
• ChEMBL ID: CHEMBL279299

Synonyms:methyl 4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-enoate;39847-97-7;methyl (2Z)-4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-enoate;CBMicro_014894;SCHEMBL3310545;methyl (Z)-4-(4-bromophenyl)-4-hydroxy-2-oxobut-3-enoate;AKOS000296165;AKOS002662821;SR-01000200223;SR-01000200223-1

Chemical Property of methyl (2Z)-4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-enoate

Chemical Property:

• XLogP3: 2.8
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 4
• Exact Mass: 283.96842
• Heavy Atom Count: 16
• Complexity: 303

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: COC(=O)C(=O)C=C(C1=CC=C(C=C1)Br)O
• Isomeric SMILES: COC(=O)C(=O)/C=C(/C1=CC=C(C=C1)Br)\O

Technology Process of methyl (2Z)-4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-enoate

There total 2 articles about methyl (2Z)-4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-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:

Dimethyl oxalate (553-90-2) + para-bromoacetophenone (99-90-1) → methyl 4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-enoate (65356-50-5)

Guidance literature:

With sodium methylate; In methanol; at 0 ℃; for 6h; Reflux;

DOI:10.1039/c6ra02168a

Reference yield:

sodium methylate (124-41-4) + para-bromoacetophenone (99-90-1) + oxalic acid diethyl ester (95-92-1) → methyl 4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-enoate (65356-50-5)

Guidance literature:

sodium methylate; para-bromoacetophenone; oxalic acid diethyl ester; In methanol; for 3h; Reflux;

With hydrogenchloride; In water;

DOI:10.1021/jm300969t

Reference yield: 95.0%

methyl 4-(4-bromophenyl)-2-hydroxy-4-oxobut-2-enoate (65356-50-5) + N-(2-aminoethyl)benzeneamine (1664-40-0) → 3-[2-(4-Bromo-phenyl)-2-oxo-eth-(E)-ylidene]-1-phenyl-piperazin-2-one

Guidance literature:

In ethanol; acetic acid; for 1.5h;

DOI:10.1007/BF02219701

upstream raw materials:

sodium methylate

para-bromoacetophenone

oxalic acid diethyl ester

Dimethyl oxalate

Downstream raw materials:

(Z)-4-(4-Bromo-phenyl)-4-oxo-2-phenylamino-but-2-enoic acid methyl ester

3-[2-(4-Bromo-phenyl)-2-oxo-eth-(E)-ylidene]-1-methyl-piperazin-2-one

C₂₃H₁₉Br₂N₃O₃

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