2,3-Dihydro-indole-1-carboxylic acid ethyl ester

Base Information

• Chemical Name: 2,3-Dihydro-indole-1-carboxylic acid ethyl ester
• CAS No.: 61589-17-1
• Molecular Formula: C11H13NO2
• Molecular Weight: 191.23
• DSSTox Substance ID: DTXSID10353453
• Nikkaji Number: J514.765D
• Wikidata: Q82131059
• Mol file: 61589-17-1.mol

Synonyms:61589-17-1;ethyl 2,3-dihydroindole-1-carboxylate;2,3-Dihydro-indole-1-carboxylic acid ethyl ester;ethyl indolinecarboxylate;HMS1371M11;ChemDiv2_000979;ethyl 1-indolinecarboxylate;SCHEMBL2116912;DTXSID10353453;FEFTZWVEDKFHFY-UHFFFAOYSA-N;STK887580;AKOS001637110;CCG-109854;ethyl 2,3-dihydro-1H-indole-1-carboxylate;AO-080/40943604

Chemical Property of 2,3-Dihydro-indole-1-carboxylic acid ethyl ester

Chemical Property:

• PSA: 29.54000
• LogP: 2.27060
• XLogP3: 2.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 191.094628657
• Heavy Atom Count: 14
• Complexity: 217

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)N1CCC2=CC=CC=C21

Technology Process of 2,3-Dihydro-indole-1-carboxylic acid ethyl ester

There total 4 articles about 2,3-Dihydro-indole-1-carboxylic 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: 88.0%

1-indoline (496-15-1) + chloroformic acid ethyl ester (541-41-3) → 1-Ethoxycarbonyl-2,3-dihydro-1H-indole (61589-17-1)

Guidance literature:

With sodium hydride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1016/j.tet.2004.07.071

Reference yield: 82.0%

ethyl 2-iodoethyl(2-iodophenyl)carbamate → 1-Ethoxycarbonyl-2,3-dihydro-1H-indole (61589-17-1)

Guidance literature:

With [1,1'-bis(diphenylphosphino)ferrocene]dichloropalladium(II); trifuran-2-yl-phosphane; caesium carbonate; lithium bromide; In N,N-dimethyl acetamide; at 150 ℃; for 6h; Sealed tube; Inert atmosphere;

DOI:10.1002/chem.201403093

Reference yield: 70.0%

1-indoline (496-15-1) + carbon dioxide (124-38-9,18923-20-1) + ethyl iodide (75-03-6) → 1-Ethoxycarbonyl-2,3-dihydro-1H-indole (61589-17-1)

Guidance literature:

With caesium carbonate; In dimethyl sulfoxide; chemoselective reaction;

DOI:10.1002/cssc.201600521

upstream raw materials:

1-indoline

chloroformic acid ethyl ester

carbon dioxide

ethyl iodide

Downstream raw materials:

1-indoline

tert-butyl N-methyl-N-(phenyl)carbamate

5-Acetyl-2,3-dihydro-1H-indole