1-Methoxyindole

Base Information

• Chemical Name: 1-Methoxyindole
• CAS No.: 54698-11-2
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID90203149
• Nikkaji Number: J406.811D
• Wikidata: Q83076504
• Mol file: 54698-11-2.mol

Synonyms:1-METHOXYINDOLE;1-Methoxy-1H-indole;54698-11-2;1H-Indole, 1-methoxy-;1H-Indole, methoxy-;1-Methoxy-1H-indole #;SCHEMBL321199;DTXSID90203149;GTVWPXDPNQJYNV-UHFFFAOYSA-N;AKOS025312143;CS-0106939;D76676

Chemical Property of 1-Methoxyindole

Chemical Property:

• Vapor Pressure: 0.0432mmHg at 25°C
• Melting Point: 84-86 °C(Solv: water (7732-18-5))
• Refractive Index: 1.558
• Boiling Point: 238.1 °C at 760 mmHg
• Flash Point: 97.8 °C
• PSA: 14.16000
• Density: 1.07 g/cm³
• LogP: 1.69970
• XLogP3: 3.1
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 1
• Exact Mass: 147.068413911
• Heavy Atom Count: 11
• Complexity: 138

Purity/Quality:

NLT 98% ^*data from raw suppliers

1-Methoxy-1H-indole 95%+ ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CON1C=CC2=CC=CC=C21

Technology Process of 1-Methoxyindole

There total 1 articles about 1-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: 7.0%

1-hydroxyindole (3289-82-5) + methyl iodide (74-88-4) → indole (120-72-9) + 1-methoxyindole (54698-11-2)

Guidance literature:

With sodium hydroxide; Aliquat 336; In diethyl ether; for 20h; Ambient temperature;

Reference yield: 80.0%

1-methoxyindole (54698-11-2) + N-(2-iodophenyl)-N-(2-methylprop-2-en-1-yl)acetamide (163977-04-6) → N-[2-(1-methoxy-1H-indol-2-yl)phenyl]-N-(2-methylprop-2-en-1-yl)acetamide

Guidance literature:

1-methoxyindole; With tert.-butyl lithium;

With triethyl borane;

N-(2-iodophenyl)-N-(2-methylprop-2-en-1-yl)acetamide; palladium diacetate; In tetrahydrofuran; for 0.5h; Heating;

DOI:10.1016/j.tet.2006.09.065

Reference yield: 80.0%

1-methoxyindole (54698-11-2) + 1-[(4-methylbenzene)sulfonyl]-4,5,6,7-tetrahydro-1H-indol-4-one (35577-89-0) → 1-methoxy-2-(1-tosyl-6,7-dihydro-1H-indol-4-yl)-1H-indole (261352-45-8)

Guidance literature:

1-methoxyindole; With n-butyllithium; In tetrahydrofuran; hexane; at -20 ℃; for 0.5h;

1-[(4-methylbenzene)sulfonyl]-4,5,6,7-tetrahydro-1H-indol-4-one; In tetrahydrofuran; hexane; at 20 ℃; for 6h;

With hydrogenchloride; In tetrahydrofuran; hexane; at 0 ℃; for 0.166667h;

DOI:10.1248/cpb.48.81

upstream raw materials:

1-hydroxyindole

methyl iodide

Downstream raw materials:

1-methoxy-1H-indole-3-carbaldehyde

2-chloroindole-3-carboxaldehyde

1H-indole-2-carbonitrile

3-methoxyindole

Refernces