1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone

Base Information

• Chemical Name: 1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone
• CAS No.: 5102-18-1
• Molecular Formula: C17H15NO2
• Molecular Weight: 265.312
• Hs Code.: 2933990090
• European Community (EC) Number: 804-888-8
• Nikkaji Number: J544.054H
• ChEMBL ID: CHEMBL1324846
• Mol file: 5102-18-1.mol

Synonyms:1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone;5102-18-1;1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethan-1-one;1-(5-Hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)-ethanone;1-(5-hydroxy-2-methyl-1-phenylindol-3-yl)ethanone;MLS000060930;Cambridge id 5215317;CBDivE_004326;CHEMBL1324846;SCHEMBL13576515;HMS2417N16;KUC106617N;KSC-09-215F;BBL001817;MFCD00561131;STK008463;AKOS000520845;NCGC00056822-03;SMR000069158;VS-00882;BB 0221176;1-phenyl-2-methyl-3-acetyl-5-hydroxy-indole;EN300-265744;AB00075497-01;AB00075497-11;AE-907/30536057;F0349-0854

Chemical Property of 1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone

Chemical Property:

• Vapor Pressure: 2.6E-06mmHg at 25°C
• Melting Point: 233-234 °C
• Boiling Point: 379.9oC at 760 mmHg
• PKA: 9.03±0.40(Predicted)
• Flash Point: 183.5oC
• PSA: 42.23000
• Density: 1.18g/cm3
• LogP: 3.84710
• XLogP3: 3.4
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 2
• Exact Mass: 265.110278721
• Heavy Atom Count: 20
• Complexity: 364

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-(5-Hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C(C2=C(N1C3=CC=CC=C3)C=CC(=C2)O)C(=O)C
• Uses: 1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone is a useful chemical for research.

Technology Process of 1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone

There total 5 articles about 1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone 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: 94.0%

aniline (62-53-3) + acetylacetone (123-54-6,81235-32-7) + p-benzoquinone (106-51-4) → 1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone (5102-18-1)

Guidance literature:

aniline; acetylacetone; With montmorillonite KSF clay; In 1,2-dichloro-ethane; for 0.25h; Reflux; Green chemistry;

p-benzoquinone; In 1,2-dichloro-ethane; for 1h; Reflux; Green chemistry;

DOI:10.5012/bkcs.2013.34.10.2968

Reference yield: 78.0%

(E)-4-(phenylamino)pent-3-en-2-one (147054-81-7) + p-benzoquinone (106-51-4) → 1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone (5102-18-1)

Guidance literature:

With zinc(II) iodide; In dichloromethane; for 0.666667h; Heating;

DOI:10.1002/jhet.5570430410

Reference yield: 70.0%

(E)-4-(phenylamino)pent-3-en-2-one (147054-81-7) + p-benzoquinone (106-51-4) → 1-(5-hydroxy-2-methylbenzofuran-3-yl)ethan-1-one (28241-99-8) + 1-(5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)ethanone (5102-18-1)

Guidance literature:

In 1,2-dichloro-ethane; Ambient temperature;

DOI:10.1007/BF00781075

upstream raw materials:

4-(phenylamino)pent-3-en-2-one

p-benzoquinone

(E)-4-(phenylamino)pent-3-en-2-one

aniline

Downstream raw materials:

(3-Acetyl-2-methyl-1-phenyl-1H-indol-5-yloxy)-acetic acid ethyl ester

1-(4-Dimethylaminomethyl-5-hydroxy-2-methyl-1-phenyl-1H-indol-3-yl)-ethanone

3-acetyl-5-methoxy-2-methyl-1-phenylindole

3-acetyl-6-bromo-5-hydroxy-2-methyl-1-phenylindole

Refernces

• 1、 Velezheva, Valeriya S.,Kornienko, Albert G.,Topilin, Sergey V.,Turashev, Ascar D.,Peregudov, Alexander S.,Brennan, Patrick J.. "Lewis acid catalyzed Nenitzescu indole synthesis". . p. 873 - 879. Retrieved 2007/10/03.