3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID

Base Information

• Chemical Name: 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID
• CAS No.: 206559-42-4
• Molecular Formula: C9H9BrO4
• Molecular Weight: 261.0694
• Hs Code.: 2918990090
• Mol file: 206559-42-4.mol

Synonyms:(3-Bromo-4-hydroxy-5-methoxyphenyl)aceticacid;3-Bromo-4-hydroxy-5-methoxyphenylacetic acid;

Chemical Property of 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID

Chemical Property:

• Vapor Pressure: 2E-06mmHg at 25°C
• Melting Point: 183 °C
• Refractive Index: 1.605
• Boiling Point: 379.2 °C at 760 mmHg
• PKA: 4.22±0.10(Predicted)
• Flash Point: 183.1 °C
• PSA: 66.76000
• Density: 1.678 g/cm³
• LogP: 1.79040
• Storage Temp.: Sealed in dry,Room Temperature

Purity/Quality:

98%min ^*data from raw suppliers

3-Bromo-4-hydroxy-5-methoxyphenylacetic acid ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC ACID

There total 3 articles about 3-BROMO-4-HYDROXY-5-METHOXYPHENYLACETIC 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: 100.0%

(3-bromo-4-hydroxy-5-methoxyphenyl)acetic acid ethyl ester (1258845-38-3) → (3-bromo-4-hydroxy-5-methoxyphenyl)acetic acid (206559-42-4)

Guidance literature:

(3-bromo-4-hydroxy-5-methoxyphenyl)acetic acid ethyl ester; With water; sodium hydroxide; In tetrahydrofuran; at 20 ℃; for 14h;

With acetic acid; In tetrahydrofuran; water; pH=3 - 4;

DOI:10.1016/j.bmc.2010.09.001

Reference yield:

ethyl homovanillate (60563-13-5) → (3-bromo-4-hydroxy-5-methoxyphenyl)acetic acid (206559-42-4)

Guidance literature:

Multi-step reaction with 2 steps

1: oxone; sodium bromide / water; acetone

2: water; sodium hydroxide / tetrahydrofuran

With oxone; water; sodium bromide; sodium hydroxide; In tetrahydrofuran; water; acetone;

DOI:10.1016/j.bmcl.2010.11.012

Reference yield:

Homovanillic acid (306-08-1) → (3-bromo-4-hydroxy-5-methoxyphenyl)acetic acid (206559-42-4)

Guidance literature:

Multi-step reaction with 3 steps

1: sulfuric acid

2: oxone; sodium bromide / water; acetone

3: water; sodium hydroxide / tetrahydrofuran

With sulfuric acid; oxone; water; sodium bromide; sodium hydroxide; In tetrahydrofuran; water; acetone;

DOI:10.1016/j.bmcl.2010.11.012

upstream raw materials:

(3-bromo-4-hydroxy-5-methoxyphenyl)acetic acid ethyl ester

Homovanillic acid

ethyl homovanillate

Downstream raw materials:

N-(4-tert-butyl-benzyl)-2-(3-bromo-4-hydroxy-5-methoxyphenyl)acetamide

(4-acetoxy-3-bromo-5-methoxyphenyl)acetic acid

3-[2-(3-bromo-4-hydroxy-5-methoxyphenyl)acetamido]-2-(3,4-dimethylbenzyl)propyl pivalate

2-(4-tert-butylbenzyl)-3-[2-(3-bromo-4-hydroxy-5-methoxyphenyl)acetamido]propyl pivalate

Refernces

• 1、 Kang, Dong Wook,Kim, Yong Soo,Lim, Kwang Su,Kim, Myeong Seop,Pearce, Larry V.,Pavlyukovets, Vladimir A.,Tao, Andy K.,Lang-Kuhs, Krystle A.,Blumberg, Peter M.,Lee, Jeewoo. "Halogenation of 4-hydroxy/amino-3-methoxyphenyl acetamide TRPV1 agonists showed enhanced antagonism to capsaicin". experimental part. p. 8092 - 8105. Retrieved 2011/01/13.