5-HYDROXYINDOLE-3-CARBOXYLIC ACID

Base Information

• Chemical Name: 5-HYDROXYINDOLE-3-CARBOXYLIC ACID
• CAS No.: 3705-21-3
• Molecular Formula: C₉H₇NO₃
• Molecular Weight: 177.159
• Hs Code.: 2933990090
• Mol file: 3705-21-3.mol

Synonyms:5-Hydroxyindole-3-carboxylic acid;Indole-3-carboxylic acid, 5-hydroxy-;

Chemical Property of 5-HYDROXYINDOLE-3-CARBOXYLIC ACID

Chemical Property:

• Vapor Pressure: 2.79E-11mmHg at 25°C
• Refractive Index: 1.78
• Boiling Point: 511.4 °C at 760 mmHg
• PKA: 3.99±0.30(Predicted)
• Flash Point: 263.1 °C
• PSA: 73.32000
• Density: 1.57 g/cm³
• LogP: 1.57170
• Storage Temp.: 2-8°C

Purity/Quality:

99% ^*data from raw suppliers

5-Hydroxy-1H-indole-3-carboxylicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-HYDROXYINDOLE-3-CARBOXYLIC ACID

There total 4 articles about 5-HYDROXYINDOLE-3-CARBOXYLIC 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:

5-bromo-1H-indole-3-carboxylic acid (10406-06-1) → 5-hydroxyindole-3-carboxylic acid (3705-21-3)

Guidance literature:

With nickel(II) sulphate; water; N-ethyl-N,N-diisopropylamine; In N,N-dimethyl-formamide; for 36h; pH=8.8; UV-irradiation; Inert atmosphere; Glovebox; Enzymatic reaction;

DOI:10.1021/jacs.0c10882

Reference yield:

5-benzyloxyindole-3-carboxylic acid (24370-73-8) → 5-hydroxyindole-3-carboxylic acid (3705-21-3)

Guidance literature:

With 1,4-dioxane; palladium on activated charcoal; Hydrogenation;

Reference yield:

5-benzyloxy-1H-indole (1215-59-4) → 5-hydroxyindole-3-carboxylic acid (3705-21-3)

Guidance literature:

Multi-step reaction with 2 steps

1: ethyl magnesium iodide; diethyl ether / Erwaermen des Reaktionsgemisches mit Chlorokohlensaeure-aethylester und Erhitzen des Reaktionsprodukts mit wss.-aethanol. KOH

2: palladium/charcoal; dioxane / Hydrogenation

With 1,4-dioxane; ethylmagnesium iodide; palladium on activated charcoal; diethyl ether;

upstream raw materials:

5-benzyloxyindole-3-carboxylic acid

5-benzyloxy-1H-indole

5-bromo-1H-indole-3-carboxylic acid

Refernces