(E)-3-(5-bromo-2-hydroxyphenyl)acrylic acid

Base Information

• Chemical Name: (E)-3-(5-bromo-2-hydroxyphenyl)acrylic acid
• CAS No.: 60410-95-9
• Molecular Formula: C₉H₇BrO₃
• Molecular Weight: 243.057
• Mol file: 60410-95-9.mol

Synonyms:

Chemical Property of (E)-3-(5-bromo-2-hydroxyphenyl)acrylic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-(5-bromo-2-hydroxyphenyl)acrylic acid

There total 10 articles about (E)-3-(5-bromo-2-hydroxyphenyl)acrylic 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: 92.0%

(E)-methyl 3-(5-bromo-2-((diethylcarbamoyl)oxy)phenyl)acrylate (1453186-19-0) → (E)-3-(5-bromo-2-hydroxyphenyl)acrylic acid (60410-95-9)

Guidance literature:

With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 80 ℃; for 12h; regioselective reaction; Catalytic behavior;

DOI:10.1002/ejoc.201201463

Reference yield: 85.0%

3-methyl-4-nitro-5-<2-(2-hydroxy-5-bromophenyl)ethenyl>isoxazole (85364-67-6) → (E)-3-(5-bromo-2-hydroxyphenyl)acrylic acid (60410-95-9)

Guidance literature:

With sodium hydroxide; for 2h; Heating;

Reference yield:

4-bromophenyl diethylcarbamate (459408-70-9) → (E)-3-(5-bromo-2-hydroxyphenyl)acrylic acid (60410-95-9)

Guidance literature:

Multi-step reaction with 2 steps

1: [RuCl₂(p-cymene)]2; copper(II) acetate monohydrate; silver hexafluoroantimonate / 1,2-dimethoxyethane / 12 h / 100 °C

2: lithium hydroxide monohydrate / tetrahydrofuran; water; methanol / 12 h / 80 °C

With silver hexafluoroantimonate; lithium hydroxide monohydrate; [RuCl₂(p-cymene)]2; copper(II) acetate monohydrate; In tetrahydrofuran; methanol; 1,2-dimethoxyethane; water;

DOI:10.1002/ejoc.201201463

upstream raw materials:

pyridine

malonic acid

5-bromosalicyclaldehyde

(5-bromo-2-hydroxy-benzylidene)-malonic acid

Refernces

• 1、 Chimichi, Stefano,Sio, Francesco De,Donati, Donato,Fina, Giuseppe,Pepino, Roberto,Sarti-Fantoni, Piero. "THE PREPARATION OF COUMARIC ACIDS VIA STYRYLISOXAZOLES". . p. 263 - 267. Retrieved 2007/10/02.