Ethyl 1-ethyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate

Base Information

• Chemical Name: Ethyl 1-ethyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate
• CAS No.: 49742-74-7
• Molecular Formula: C₁₄H₁₇NO₃
• Molecular Weight: 247.294
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID40347204
• Wikidata: Q82120867
• Mol file: 49742-74-7.mol

Synonyms:Ethyl 1-ethyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate;49742-74-7;ethyl 1-ethyl-5-hydroxy-2-methylindole-3-carboxylate;Enamine_000751;Oprea1_553361;Oprea1_851144;DTXSID40347204;HMS1396C03;1-Ethyl-5-hydroxy-2-methyl-1H-indole-3-carboxylic acid ethyl ester;STK036344;AKOS000661589;NS-03608;BB 0218190;CS-0235106;EC-000.1587;EN300-15284;SR-01000507453;SR-01000507453-1;Z56778410;Ethyl 1-ethyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate #;Indole-3-carboxylic acid, 1-ethyl-5-hydroxy-2-methyl-, ethyl ester

Chemical Property of Ethyl 1-ethyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate

Chemical Property:

• Vapor Pressure: 2.8E-07mmHg at 25°C
• Boiling Point: 409.2°Cat760mmHg
• Flash Point: 201.3°C
• PSA: 51.46000
• Density: 1.17g/cm³
• LogP: 2.85190
• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 4
• Exact Mass: 247.12084340
• Heavy Atom Count: 18
• Complexity: 307

Purity/Quality:

97% ^*data from raw suppliers

ETHYL 1-ETHYL-5-HYDROXY-2-METHYL-1H-INDOLE-3-CARBOXYLATE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCN1C(=C(C2=C1C=CC(=C2)O)C(=O)OCC)C

Technology Process of Ethyl 1-ethyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate

There total 5 articles about Ethyl 1-ethyl-5-hydroxy-2-methyl-1H-indole-3-carboxylate 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: 76.8%

ethyl (Z)-3-(ethylamino)but-2-enoate (869-82-9) + p-benzoquinone (106-51-4) → 2-methyl-1-ethyl-5-hydroxy-1H-indole-3-carboxylic acid ethyl ester (49742-74-7)

Guidance literature:

In acetone; at 30 ℃; for 2h;

DOI:10.2174/1570180814666170929093258

Reference yield: 76.8%

→ 2-methyl-1-ethyl-5-hydroxy-1H-indole-3-carboxylic acid ethyl ester (49742-74-7)

Guidance literature:

In acetone; at 30 ℃; for 2h;

Reference yield:

ethyl acetoacetate (141-97-9) + ethylamine (75-04-7,85404-22-4) + p-benzoquinone (106-51-4) → 2-methyl-1-ethyl-5-hydroxy-1H-indole-3-carboxylic acid ethyl ester (49742-74-7)

Guidance literature:

ethyl acetoacetate; ethylamine; In methanol; at 20 ℃;

p-benzoquinone; With acetic acid; at 20 ℃; Further stages.;

DOI:10.1021/jm011116o

upstream raw materials:

ethyl 3-ethylamino-2-butenoate

p-benzoquinone

ethyl acetoacetate

ethylamine

Downstream raw materials:

1-ethyl-5-methoxy-2-methyl-indole-3-carboxylic acid

1-ethyl-5-(p-nitrobenzal)hydrazinocarbonylmethoxy-3-ethoxycarbonyl-2-methylindole

1-ethyl-5-(p-methoxybenzal)hydrazinocarbonylmethoxy-3-ethoxycarbonyl-2-methylindole

1-ethyl-5-(p-chlorobenzal)hydrazinocarbonylmethoxy-3-ethoxycarbonyl-2-methylindole