(E)-2-methyl-3-benzoylpropenoic acid

Base Information

• Chemical Name: (E)-2-methyl-3-benzoylpropenoic acid
• CAS No.: 15121-71-8
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.199
• Mol file: 15121-71-8.mol

Synonyms:(E)-2-methyl-3-benzoylpropenoic acid

Chemical Property of (E)-2-methyl-3-benzoylpropenoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-2-methyl-3-benzoylpropenoic acid

There total 10 articles about (E)-2-methyl-3-benzoylpropenoic acid 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%

methyl (E)-2-methyl-4-oxo-4-phenylbut-2-enoate (15732-77-1) → (E)-2-methyl-3-benzoylpropenoic acid (15121-71-8)

Guidance literature:

With lithium hydroxide; In tetrahydrofuran; water; for 1h; Reflux;

DOI:10.1021/acs.orglett.0c01618

Reference yield: 77.5%

(E)-ethyl 2-methyl-4-oxo-4-phenylbut-2-enoate (91909-83-0,126314-14-5,101517-71-9) → (E)-2-methyl-3-benzoylpropenoic acid (15121-71-8)

Guidance literature:

With sodium carbonate; In ethanol; water; for 3h; Heating;

DOI:10.1021/ja00270a033

Reference yield:

(Benzoylmethylene)triphenylphosphorane (20913-05-7,859-65-4) → (E)-2-methyl-3-benzoylpropenoic acid (15121-71-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 82 percent / CHCl₃ / 24 h / Ambient temperature

2: 77.5 percent / Na₂CO₃ / ethanol; H₂O / 3 h / Heating

With sodium carbonate; In ethanol; chloroform; water;

DOI:10.1021/ja00270a033

upstream raw materials:

3-benzoyl-2-methylenepropionic acid

(E)-ethyl 2-methyl-4-oxo-4-phenylbut-2-enoate

hydrogenchloride

2-methyl-2-morpholino-4-oxo-4-phenyl-butyric acid

Downstream raw materials:

2-methyl-2-morpholino-4-oxo-4-phenyl-butyric acid

2-methyl-4-oxo-4-phenylbutanoic acid

2-methyl-4-oxo-4-phenyl-cis-crotonic acid

trans-2-Benzoyl-1-methyl-cyclopropan-⁽¹⁾-methylester

Refernces

• 1、 Nashed, Nashaat T.,Kaiser, E. T.. "Carboxypeptidase A Catalyzed α,β-Elimination Reactions: Rapid Catalysis of α,β-Elimination of Hydrogen Chloride from β-Chloro Ketone Substrates". . p. 2710 - 2715. Retrieved 2007/10/02.