(2E)-3-{4-[(E)-2-(3,4dihydroxyphenyl)ethenyl]phenyl}prop-2-enoic acid

Base Information

• Chemical Name: (2E)-3-{4-[(E)-2-(3,4dihydroxyphenyl)ethenyl]phenyl}prop-2-enoic acid
• CAS No.: 1246936-13-9
• Molecular Formula: C₁₇H₁₄O₄
• Molecular Weight: 282.296
• Mol file: 1246936-13-9.mol

Synonyms:(2E)-3-{4-[(E)-2-(3,4dihydroxyphenyl)ethenyl]phenyl}prop-2-enoic acid

Chemical Property of (2E)-3-{4-[(E)-2-(3,4dihydroxyphenyl)ethenyl]phenyl}prop-2-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (2E)-3-{4-[(E)-2-(3,4dihydroxyphenyl)ethenyl]phenyl}prop-2-enoic acid

There total 4 articles about (2E)-3-{4-[(E)-2-(3,4dihydroxyphenyl)ethenyl]phenyl}prop-2-enoic 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: 79.0%

malonic acid (141-82-2) + p-(iodophenyl)carboxaldehyde (15164-44-0) + 3,4-dihydroxybenzaldehyde (139-85-5) → (2E)-3-{4-[(E)-2-(3,4dihydroxyphenyl)ethenyl]phenyl}prop-2-enoic acid (1246936-13-9)

Guidance literature:

With piperidine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; potassium carbonate; lithium chloride; In N,N-dimethyl-formamide; at 150 ℃; for 0.833333h; chemoselective reaction; Microwave irradiation;

DOI:10.1002/chem.201101174

Reference yield:

trans-4-bromo-3',4'-dihydroxystilbene + acrylic acid (79-10-7) → (2E)-3-{4-[(E)-2-(3,4dihydroxyphenyl)ethenyl]phenyl}prop-2-enoic acid (1246936-13-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; at 110 ℃; Microwave irradiation;

DOI:10.1002/ejoc.201601104

Reference yield:

2-(4-bromophenyl)-acetic acid (1878-68-8) → (2E)-3-{4-[(E)-2-(3,4dihydroxyphenyl)ethenyl]phenyl}prop-2-enoic acid (1246936-13-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: piperidine; 1-methyl-1H-imidazole

1.2: 160 °C / Microwave irradiation

2.1: tetrakis(triphenylphosphine) palladium⁽⁰⁾ / 110 °C / Microwave irradiation

With piperidine; 1-methyl-1H-imidazole; tetrakis(triphenylphosphine) palladium⁽⁰⁾; 2.1: |Heck Reaction;

DOI:10.1002/ejoc.201601104

upstream raw materials:

malonic acid

p-(iodophenyl)carboxaldehyde

3,4-dihydroxybenzaldehyde

acrylic acid