4-(5-METHOXY-1H-INDOL-3-YL)-BUTYRIC ACID

Base Information

• Chemical Name: 4-(5-METHOXY-1H-INDOL-3-YL)-BUTYRIC ACID
• CAS No.: 83696-90-6
• Molecular Formula: C₁₃H₁₅NO₃
• Molecular Weight: 233.267
• Hs Code.: 2933990090
• Mol file: 83696-90-6.mol

Synonyms:5-Methoxyindole-3-butyricacid;4-(5-Methoxy-1H-indol-3-yl)butanoic acid;

Chemical Property of 4-(5-METHOXY-1H-INDOL-3-YL)-BUTYRIC ACID

Chemical Property:

• Vapor Pressure: 3.24E-09mmHg at 25°C
• Refractive Index: 1.621
• Boiling Point: 458.9 °C at 760 mmHg
• Flash Point: 231.3 °C
• PSA: 62.32000
• Density: 1.251 g/cm³
• LogP: 2.58380
• Storage Temp.: 2-8°C

Purity/Quality:

98%min ^*data from raw suppliers

4-(5-Methoxy-1H-indol-3-yl)butanoicacid 97% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 4-(5-METHOXY-1H-INDOL-3-YL)-BUTYRIC ACID

There total 11 articles about 4-(5-METHOXY-1H-INDOL-3-YL)-BUTYRIC 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: 87.0%

4-butanolide (96-48-0) + 5-methoxylindole (1006-94-6) → 4-(5-methoxy-1H-indol-3-yl)butyric acid (83696-90-6)

Guidance literature:

With potassium hydroxide; tetra(n-butyl)ammonium hydrogensulfate; In tetralin; octanol; for 4h; Heating;

DOI:10.1002/1521-4184(200107)334:7<253::AID-ARDP253>3.0.CO;2-#

Reference yield: 59.0%

4-(2-carboxy-5-methoxyindol-3-yl)butanoic acid (83696-89-3) → 4-(5-methoxy-1H-indol-3-yl)butyric acid (83696-90-6)

Guidance literature:

at 235 ℃; for 0.25h;

DOI:10.1039/P29820000909

Reference yield:

ethyl 4-(2-ethoxycarbonyl-5-methoxyindol-3-yl)butanoate (83696-88-2) → 4-(5-methoxy-1H-indol-3-yl)butyric acid (83696-90-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / sodium hydroxide / ethanol / 0.5 h / Heating

2: 59 percent / 0.25 h / 235 °C

With sodium hydroxide; In ethanol;

DOI:10.1039/P29820000909

upstream raw materials:

4-(2-carboxy-5-methoxyindol-3-yl)butanoic acid

4-butanolide

5-methoxylindole

ethyl 1-(4-methoxyphenylazo)-2-oxocyclohexanecarboxylate

Downstream raw materials:

6-methoxy-2,3,4,9-tetrahydro-1H-carbazol-1-one

6-Methoxy-1,2,3,4-tetrahydrocarbazole

5-methoxy-3-[3-(1,2,3,6-tetrahydro-4-phenyl-1-pyridyl)butyl]indole

roxindole

Refernces

• 1、 Csende, Ferenc. "A Simple Procedure for Synthesis of Roxindole, a Dopamine D2-Receptor Agonist". . p. 253 - 254. Retrieved 2007/10/03.