(2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL ESTER

Base Information

• Chemical Name: (2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL ESTER
• CAS No.: 6628-34-8
• Molecular Formula: C13H13 N O3
• Molecular Weight: 73.0706
• Hs Code.: 2918300090
• Mol file: 6628-34-8.mol

Synonyms:Indole-3-glyoxylicacid, 2-methyl-, ethyl ester (7CI); 3-(2-Ethoxy-2-oxoacetyl)-2-methylindole;Ethyl (2-methyl-1H-indol-3-yl)-2-oxoacetate; Ethyl2-(2-methyl-1H-indol-3-yl)-2-oxoacetate; NSC 60578

Chemical Property of (2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL ESTER

Chemical Property:

• Vapor Pressure: 9.7E-11mmHg at 25°C
• Melting Point: 129.5 °C
• Boiling Point: 515.6°C at 760 mmHg
• PKA: 15.15±0.30(Predicted)
• Flash Point: 292.6°C
• PSA: 59.16000
• Density: 1.259g/cm³
• LogP: 2.22210

Purity/Quality:

99% ^*data from raw suppliers

ETHYL 2-METHYL-3-INDOLYLGLYOXYLATE ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: Ethyl 2-methyl-3-indolylglyoxylate, is a building block used in various chemical synthesis such as in the preparation of 3,4-Diarylmaleimides as Angiogenesis Inhibitors.

Technology Process of (2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL ESTER

There total 8 articles about (2-METHYL-1H-INDOL-3-YL)-OXO-ACETIC ACID ETHYL 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:

2-methyl-1H-indole (95-20-5) + Ethyl oxalyl chloride (4755-77-5) → ethyl 2-(2-methyl-1H-indol-3-yl)-2-oxoacetate (6628-34-8)

Guidance literature:

With pyridine; In diethyl ether; at 0 ℃; for 2.25h;

Reference yield:

2-methyl-1H-indole (95-20-5) → ethyl 2-(2-methyl-1H-indol-3-yl)-2-oxoacetate (6628-34-8)

Guidance literature:

Multi-step reaction with 2 steps

1: tetrahydrofuran / 0 °C

2: tetrahydrofuran / 0.5 h

In tetrahydrofuran;

DOI:10.1039/c2ob26316e DOI:10.1039/c2ob26316e

Reference yield:

(2-methyl-3-indolyl)glyoxyloyl chloride (22980-10-5) + ethanol (64-17-5) → ethyl 2-(2-methyl-1H-indol-3-yl)-2-oxoacetate (6628-34-8)

Guidance literature:

In tetrahydrofuran; for 0.5h;

DOI:10.1039/c2ob26316e DOI:10.1039/c2ob26316e

upstream raw materials:

1-methylindole

oxalic acid diethyl ester

Ethyl oxalyl chloride

ethanol

Downstream raw materials:

1-methyl-2-phenyl-2,5-dihydro-4H-pyrazolo[3,4-c]quinolin-4-one

C₂₅H₂₉NO₆

(2-methyl-indol-3-yl)-glyoxylic acid

Refernces

• 1、 Raju, Potharaju,Gobi Rajeshwaran, Ganesan,Nandakumar, Meganathan,Mohanakrishnan, Arasambattu K.. "Unusual reactivity of aryl aldehydes with triethyl phosphite and zinc bromide: A facile preparation of epoxides, benzisoxazoles, and α-hydroxy phosphonate esters". . p. 3513 - 3523. Retrieved 2015/06/08.
• 2、 Wang, Hui,Zhu, Ting-Shun,Xu, Ming-Hua. "Rhodium-catalyzed enantioselective 1,2-addition of arylboronic acids to heteroaryl α-ketoesters for synthesis of heteroaromatic α-hydroxy esters". . p. 9158 - 9164. Retrieved 2013/01/15.