Ethyl 2-(1H-indol-2-yl)acetate

Base Information

• Chemical Name: Ethyl 2-(1H-indol-2-yl)acetate
• CAS No.: 33588-64-6
• Molecular Formula: C12H13NO2
• Molecular Weight: 203.241
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90455404
• Nikkaji Number: J946.916H
• Wikidata: Q72482914
• Mol file: 33588-64-6.mol

Synonyms:Ethyl 2-(1H-indol-2-yl)acetate;33588-64-6;Ethyl indole-2-acetate;Ethyl 1H-indol-2-ylacetate;1H-Indole-2-acetic acid, ethyl ester;MFCD08361732;(1H-Indol-2-yl)-acetic acid ethyl ester;Ethyl 2-(2-Indolyl)acetate;ethyl indoleacetate;Ethyl-2-indolylacetate;ethyl 2-indole acetate;Ethyl Indol-2-ylacetate;EC-000.1713;Ethyl 1H-indole-2-acetate;SCHEMBL170083;DTXSID90455404;FODUBFGFNKKYPU-UHFFFAOYSA-N;ethyl 2-(1H-indol-2-yl)ethanoate;AKOS015898355;CS-W005630;AC-26501;SY025684;TS-00354;2-(1H-indol-2-yl)acetic acid ethyl ester;FT-0731858;A821859;J-520540

Chemical Property of Ethyl 2-(1H-indol-2-yl)acetate

Chemical Property:

• Vapor Pressure: 0mmHg at 25°C
• Melting Point: 28-31℃
• Refractive Index: 1.607
• Boiling Point: 353.4 °C at 760 mmHg
• PKA: 16.73±0.30(Predicted)
• Flash Point: 167.5 °C
• PSA: 42.09000
• Density: 1.187 g/cm³
• LogP: 2.27350
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 4
• Exact Mass: 203.094628657
• Heavy Atom Count: 15
• Complexity: 230

Purity/Quality:

98%, ^*data from raw suppliers

Ethylindole-2-acetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)CC1=CC2=CC=CC=C2N1

Technology Process of Ethyl 2-(1H-indol-2-yl)acetate

There total 39 articles about Ethyl 2-(1H-indol-2-yl)acetate 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: 95.0%

4-(2-nitrophenyl)-3-oxobutyric acid ethyl ester (66073-33-4) → ethyl 2-(1H-indol-2-yl)acetate (33588-64-6)

Guidance literature:

With ammonium chloride; zinc; In tetrahydrofuran; for 2h;

DOI:10.1016/j.tet.2008.07.045

Reference yield: 88.0%

(E)-4-[2-(1,1,1,3,3,3-Hexamethyl-disilazan-2-yl)-phenyl]-but-2-enoic acid ethyl ester (126742-92-5) → ethyl 2-(1H-indol-2-yl)acetate (33588-64-6)

Guidance literature:

With tetrabutyl ammonium fluoride; In tetrahydrofuran; at 25 ℃; for 0.166667h;

DOI:10.1016/S0040-4039(01)80510-4

Reference yield: 88.0%

2,2-dimethyl-5-[2-(2-nitrophenyl)acetyl]-1,3-dioxane-4,6-dione + ethanol (64-17-5) → ethyl 2-(1H-indol-2-yl)acetate (33588-64-6)

Guidance literature:

2,2-dimethyl-5-[2-(2-nitrophenyl)acetyl]-1,3-dioxane-4,6-dione; ethanol; for 5h; Reflux; Inert atmosphere;

With ammonium chloride; zinc; In tetrahydrofuran; at 60 ℃; for 12h;

DOI:10.1002/cmdc.202000040

upstream raw materials:

4-(2-nitrophenyl)-3-oxobutyric acid ethyl ester

2-indol-2-yl-acetimidic acid ethyl ester; hydrochloride

indole

ethyl iodoacetae

Downstream raw materials:

indolylacetic acid

ethyl 3-formylindol-2-ylacetate

tert-butyl 2-((ethoxycarbonyl)methyl)-1H-indole-1-carboxylate

[3-(2-nitro-1-phenylethyl)indol-2-yl]acetic acid ethyl ester