4-HYDROXY-1H-INDOLE-6-CARBOXYLIC ACID METHYL ESTER

Base Information

• Chemical Name: 4-HYDROXY-1H-INDOLE-6-CARBOXYLIC ACID METHYL ESTER
• CAS No.: 77140-48-8
• Molecular Formula: C10H9NO3
• Molecular Weight: 191.186
• Hs Code.: 2933990090
• Mol file: 77140-48-8.mol

Synonyms:4-Hydroxy-1H-indole-6-carboxylic acid methyl ester;Methyl 4-hydroxy-1H-indole-6-carboxylate;

Chemical Property of 4-HYDROXY-1H-INDOLE-6-CARBOXYLIC ACID METHYL ESTER

Chemical Property:

• Melting Point: 148-149℃ (dichloromethane )
• Boiling Point: 435.48 °C at 760 mmHg
• Flash Point: 217.171 °C
• PSA: 62.32000
• Density: 1.383 g/cm³
• LogP: 1.66010
• Storage Temp.: Sealed in dry,Room Temperature
• Water Solubility.: Slightly soluble in water (2.5 g/L) (25°C).

Purity/Quality:

97% ^*data from raw suppliers

4-Hydroxy-6-methoxycarbonyl indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Methyl 4-hydroxyindole-6-carboxylate is used as a pharmaceutical intermediate.

Technology Process of 4-HYDROXY-1H-INDOLE-6-CARBOXYLIC ACID METHYL ESTER

There total 3 articles about 4-HYDROXY-1H-INDOLE-6-CARBOXYLIC ACID METHYL ESTER 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: 54.0%

methyl 4-oxo-4,5,6,7-tetrahydro-1H-indole-6-carboxylate → 4-hydroxy-1H-indole-6-carboxylic acid methyl ester (77140-48-8)

Guidance literature:

With palladium 10% on activated carbon; In diphenylether; 1,3,5-trimethyl-benzene; at 240 ℃; for 36h; Inert atmosphere;

DOI:10.1039/c5gc02837j

Reference yield:

4-(2,3-epoxypropoxy)-6-hydroxymethyl-indole + 4-(2-hydroxy-3-tert.-butylaminopropoxy)-6-hydroxymethyl-indole (61545-25-3) → 4-acetoxy-1H-indole-6-carboxylic acid methyl ester (41123-14-2) + 4-hydroxy-1H-indole-6-carboxylic acid methyl ester (77140-48-8)

Guidance literature:

With benzoic acid; In ethyl acetate; tert-butylamine; isopropyl alcohol;

Reference yield:

4-acetoxy-1H-indole-6-carboxylic acid methyl ester (41123-14-2) → 4-hydroxy-1H-indole-6-carboxylic acid methyl ester (77140-48-8)

Guidance literature:

With sodium methylate; In methanol; for 1h; Heating;

DOI:10.1021/jo040191e

upstream raw materials:

4-acetoxy-1H-indole-6-carboxylic acid methyl ester

4-(2-hydroxy-3-tert.-butylaminopropoxy)-6-hydroxymethyl-indole

Downstream raw materials:

4-methoxy-1H-indole-6-carboxylic acid methyl ester

methyl 4-(benzyloxy)-1H-indole-6-carboxylate