1-(2-methyl-1H-indol-3-yl)propan-1-one

Base Information

• Chemical Name: 1-(2-methyl-1H-indol-3-yl)propan-1-one
• CAS No.: 85111-06-4
• Molecular Formula: C₁₂H₁₃NO
• Molecular Weight: 187.241
• European Community (EC) Number: 654-593-1
• Mol file: 85111-06-4.mol

Synonyms:1-(2-methyl-1H-indol-3-yl)propan-1-one;85111-06-4;2-Methyl-3-Propionylindole;SCHEMBL15572668;BBL025909;STL371929;AKOS000112588;VS-08143;1-(2-methyl-1H-indol-3-yl)-1-propanone;CS-0326266

Chemical Property of 1-(2-methyl-1H-indol-3-yl)propan-1-one

Chemical Property:

• XLogP3: 2.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 187.099714038
• Heavy Atom Count: 14
• Complexity: 226

Purity/Quality:

99% ^*data from raw suppliers

2-Methyl-3-propionylindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCC(=O)C1=C(NC2=CC=CC=C21)C

Technology Process of 1-(2-methyl-1H-indol-3-yl)propan-1-one

There total 6 articles about 1-(2-methyl-1H-indol-3-yl)propan-1-one 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: 50.0%

2-methyl-1H-indole (95-20-5) + tert.-butylhydroperoxide (75-91-2) + propionaldehyde (123-38-6) → 1-(2-methyl-1H-indol-3-yl)propan-1-one (85111-06-4)

Guidance literature:

With toluene-4-sulfonic acid; In decane; dichloromethane; at 20 ℃; for 1h;

DOI:10.1021/acs.orglett.5b02881

Reference yield: 20.0%

tert.-butylhydroperoxide (75-91-2) + 1,1-bis-(2-methyl-indol-3-yl)-propane + propionaldehyde (123-38-6) → 1-(2-methyl-1H-indol-3-yl)propan-1-one (85111-06-4)

Guidance literature:

With toluene-4-sulfonic acid; In decane; dichloromethane; at 20 ℃; for 3h;

DOI:10.1021/acs.orglett.5b02881

Reference yield:

hexane-2,4-dione (3002-24-2) + 2-iodophenylamine (615-43-0) → 1-(2-methyl-1H-indol-3-yl)propan-1-one (85111-06-4) + 1-(2-ethyl-1H-indol-3-yl)-ethan-1-one (17422-23-0)

Guidance literature:

With copper(l) iodide; 1H-tetrazol-1-ylacetic acid; caesium carbonate; In dimethyl sulfoxide; at 80 ℃; for 12h; Overall yield = 88 %; Sealed tube;

DOI:10.1016/j.tet.2015.12.006

upstream raw materials:

propionyl chloride

2-methyl-1H-indole

tert.-butylhydroperoxide

propionaldehyde

Downstream raw materials:

o-acetylamino-benzoic acid