ETHYL 2-METHYL-3-INDOLEACETATE

Base Information

• Chemical Name: ETHYL 2-METHYL-3-INDOLEACETATE
• CAS No.: 21909-49-9
• Molecular Formula: C13H15NO2
• Molecular Weight: 217.268
• Hs Code.: 2933990090
• Mol file: 21909-49-9.mol

Synonyms:Indole-3-aceticacid, 2-methyl-, ethyl ester (8CI);Ethyl 2-methylindole-3-acetate;NSC 289352;

Chemical Property of ETHYL 2-METHYL-3-INDOLEACETATE

Chemical Property:

• Vapor Pressure: 1.5E-05mmHg at 25°C
• Melting Point: 95 °C(Solv: ethyl ether (60-29-7))
• Refractive Index: n20/D 1.571(lit.)
• Boiling Point: 366.1 °C at 760 mmHg
• PKA: 17.27±0.30(Predicted)
• Flash Point: 175.2 °C
• PSA: 42.09000
• Density: 1.158g/cm³
• LogP: 2.58190

Purity/Quality:

98%,99%, ^*data from raw suppliers

Ethyl 2-methyl-3-indoleacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: ? ;Reactant for preparation of hydroxamate derivatives as HDAC inhibitor with anticancer activity1? ;Reactant for stereoselective preparation of AG-041R, as a Potent Gastrin/CCK-B Receptor Antagonist2 Reactant for preparation of hydroxamate derivatives as HDAC inhibitor with anticancer activityReactant for stereoselective preparation of AG-041R, as a Potent Gastrin/CCK-B Receptor Antagonist

Technology Process of ETHYL 2-METHYL-3-INDOLEACETATE

There total 24 articles about ETHYL 2-METHYL-3-INDOLEACETATE 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: 98.0%

2-methyl-3-indoleacetic acid (1912-43-2) + ethanol (64-17-5) → ethyl (2-methylindol-3-yl)acetate (21909-49-9)

Guidance literature:

With hydrogenchloride;

Reference yield: 98.0%

(Z)-3-{2-[1-Phenylselanyl-eth-(Z)-ylideneamino]-phenyl}-acrylic acid ethyl ester (923291-61-6) → ethyl (2-methylindol-3-yl)acetate (21909-49-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; Heating;

DOI:10.1055/s-2004-830868

Reference yield: 98.0%

3-[2-(1-(phenylselanyl)ethylideneamino)phenyl]acrylic acid ethyl ester → ethyl (2-methylindol-3-yl)acetate (21909-49-9)

Guidance literature:

With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In toluene; for 1h; Heating;

DOI:10.1016/j.tet.2006.10.030

upstream raw materials:

2-methyl-3-indoleacetic acid

phenylhydrazine hydrochloride

levulinic acid

ethanol

Downstream raw materials:

2-(2-methyl-1H-indol-3-yl)ethanol

2-methyl-3-indoleacetic acid

5-(2-Methyl-1H-indol-3-ylmethyl)-3-phenylaminomethyl-3H-[1,3,4]oxadiazole-2-thione

3-[(3-Chloro-phenylamino)-methyl]-5-(2-methyl-1H-indol-3-ylmethyl)-3H-[1,3,4]oxadiazole-2-thione

Refernces

• 1、 Lombardi, Lorenzo,Bellini, Daniele,Bottoni, Andrea,Calvaresi, Matteo,Monari, Magda,Kovtun, Alessandro,Palermo, Vincenzo,Melucci, Manuela,Bandini, Marco. "Allylic and Allenylic Dearomatization of Indoles Promoted by Graphene Oxide by Covalent Grafting Activation Mode". supporting information. p. 10427 - 10432. Retrieved 2020/07/24.
• 2、 Ciszewski, Lukasz W.,Durka, Jakub,Gryko, Dorota. "Photocatalytic Alkylation of Pyrroles and Indoles with α-Diazo Esters". supporting information. p. 7028 - 7032. Retrieved 2019/09/12.