1-Acetyl-5-methoxyindole

Base Information

• Chemical Name: 1-Acetyl-5-methoxyindole
• CAS No.: 58246-80-3
• Molecular Formula: C11H11 N O2
• Molecular Weight: 189.214
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30438519
• Nikkaji Number: J258.251A
• Wikidata: Q72435359
• Mol file: 58246-80-3.mol

Synonyms:1-Acetyl-5-methoxyindole;58246-80-3;1-Acetyl-5-methoxy indole;1-(5-Methoxy-1H-indol-1-yl)ethanone;1-(5-methoxyindol-1-yl)ethanone;1-(5-methoxy-1H-indol-1-yl)ethan-1-one;1-Acetyl-5-methoxy-1H-indole;DTXSID30438519;AKOS006304866;FT-0656825;A831801

Chemical Property of 1-Acetyl-5-methoxyindole

Chemical Property:

• Vapor Pressure: 0.001mmHg at 25°C
• Boiling Point: 306.164ºC at 760 mmHg
• Flash Point: 138.963ºC
• PSA: 31.23000
• Density: 1.144g/cm3
• LogP: 2.31000
• Storage Temp.: 2-8°C
• XLogP3: 1.9
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 2
• Rotatable Bond Count: 1
• Exact Mass: 189.078978594
• Heavy Atom Count: 14
• Complexity: 229

Purity/Quality:

98%min ^*data from raw suppliers

1-(5-Methoxy-1H-indol-1-yl)ethanone 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)N1C=CC2=C1C=CC(=C2)OC

Technology Process of 1-Acetyl-5-methoxyindole

There total 20 articles about 1-Acetyl-5-methoxyindole 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: 98.0%

5-methoxylindole (1006-94-6) + vinyl acetate (108-05-4,9003-20-7) → 1-(5-methoxy-1H-indol-1-yl)ethan-1-one (58246-80-3)

Guidance literature:

With sodium carbonate; In acetonitrile; at 120 ℃; for 24h; regioselective reaction; Schlenk technique;

DOI:10.1055/s-0037-1609937

Reference yield: 98.0%

5-methoxylindole (1006-94-6) + acetic anhydride (108-24-7) → 1-(5-methoxy-1H-indol-1-yl)ethan-1-one (58246-80-3)

Guidance literature:

With dmap; triethylamine; In tetrahydrofuran; at 20 ℃;

DOI:10.1039/c2cc17815j

Reference yield: 83.0%

5-methoxylindole (1006-94-6) + acetyl chloride (75-36-5) → 1-(5-methoxy-1H-indol-1-yl)ethan-1-one (58246-80-3)

Guidance literature:

With tetra(n-butyl)ammonium hydrogensulfate; sodium hydroxide; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1002/anie.201004635

upstream raw materials:

5-methoxylindole

acetic anhydride

sodium acetate

1-acetyl-2,3-dihydro-5-methoxy-1H-indole

Downstream raw materials:

2-(2',4'-dimethoxyphenyl)-5-methoxy-N-acetylindole

5-methoxy-2-phenyl-2,3-dihydro-indole

C₁₈H₁₇NO₃

1-(5-methoxy-2-phenyl-1H-indol-1-yl)ethan-1-one

Refernces

• 1、 Zhou, Xiao-Yu,Chen, Xia. "Na 2 CO 3-Catalyzed N-Acylation of Indoles with Alkenyl Carboxylates". supporting information. p. 516 - 521. Retrieved 2019/01/10.
• 2、 Panda, Subhankar,Pradhan, Nirmalya,Manna, Debasis. "Ring-Opening of Indoles: An Unconventional Route for the Transformation of Indoles to 1 H-Pyrazoles Using Lewis Acid". supporting information. p. 573 - 578. Retrieved 2018/09/25.