4-(5'-INDOLE)PHENYL ACETIC ACID

Base Information

• Chemical Name: 4-(5'-INDOLE)PHENYL ACETIC ACID
• CAS No.: 886363-28-6
• Molecular Formula: C₁₆H₁₃NO₂
• Molecular Weight: 251.285
• Hs Code.: 2933990090
• Mol file: 886363-28-6.mol

Synonyms:[4-(1H-Indol-5-yl)phenyl]acetic acid;4-(5'-Indole)phenyl acetic acid;

Chemical Property of 4-(5'-INDOLE)PHENYL ACETIC ACID

Chemical Property:

• Vapor Pressure: 2.25E-11mmHg at 25°C
• Refractive Index: 1.688
• Boiling Point: 513.6 °C at 760 mmHg
• Flash Point: 264.4 °C
• PSA: 53.09000
• Density: 1.291 g/cm³
• LogP: 3.46200
• Storage Temp.: 2-8°C

Purity/Quality:

98%Min ^*data from raw suppliers

2-(4-(1H-Indol-5-yl)phenyl)aceticacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(5'-INDOLE)PHENYL ACETIC ACID

There total 4 articles about 4-(5'-INDOLE)PHENYL ACETIC 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: 77.0%

ethyl 2-(4-(1H-indol-5-yl)phenyl)acetate → 2-(4-(1H-indol-5-yl)phenyl)acetic acid (886363-28-6)

Guidance literature:

With water; sodium hydroxide; In tetrahydrofuran; at 18 ℃; for 16h;

DOI:10.1039/c5md00081e

Reference yield: 59.0%

5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole (269410-24-4) + 2-(4-bromophenyl)-acetic acid (1878-68-8) → 2-(4-(1H-indol-5-yl)phenyl)acetic acid (886363-28-6)

Guidance literature:

With tetrakis(triphenylphosphine)platinum; potassium carbonate; In 1,4-dioxane; water; at 80 ℃; Inert atmosphere; Sealed tube;

DOI:10.1016/j.bmcl.2017.07.026

Reference yield:

5-bromo-1H-indole (10075-50-0) → 2-(4-(1H-indol-5-yl)phenyl)acetic acid (886363-28-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 2’-(dimethylamino)-2-biphenylyl-palladium(II)chloride dinorbornylphosphine complex; potassium phosphate / 1,4-dioxane; water / 0.5 h / 130 °C / Inert atmosphere; Microwave irradiation

2: sodium hydroxide; water / tetrahydrofuran / 16 h / 18 °C

With potassium phosphate; 2’-(dimethylamino)-2-biphenylyl-palladium(II)chloride dinorbornylphosphine complex; water; sodium hydroxide; In tetrahydrofuran; 1,4-dioxane; water; 1: |Suzuki-Miyaura Coupling;

DOI:10.1039/c5md00081e

upstream raw materials:

5-bromo-1H-indole

1-[4-(4,4,5,5-tetramethyl-[1,3,2]dioxaborolan-2-yl)-phenyl]-acetic acid ethyl ester

5-(4,4,5,5,-tetramethyl-1,3,2-dioxaborolan-2-yl)-1H-indole

2-(4-bromophenyl)-acetic acid

Refernces

• 1、 Castagna, Diana,Duffy, Emma L.,Semaan, Dima,Young, Louise C.,Pritchard, John M.,Macdonald, Simon J. F.,Budd, David C.,Jamieson, Craig,Watson, Allan J. B.. "Identification of a novel class of autotaxin inhibitors through cross-screening". . p. 1149 - 1155. Retrieved 2015/06/25.