4-Methoxyindole

Base Information

• Chemical Name: 4-Methoxyindole
• CAS No.: 4837-90-5
• Molecular Formula: C9H9NO
• Molecular Weight: 147.177
• Hs Code.: 2933.90
• Mol file: 4837-90-5.mol

Synonyms:4-methoxy-1H-indole;1H-Indole, 4-methoxy-;4-Methoxy Indole;4-Methoxy-indole;

Chemical Property of 4-Methoxyindole

Chemical Property:

• Appearance/Colour: light brown to grey crystalline powder
• Vapor Pressure: 0.00136mmHg at 25°C
• Melting Point: 69-70 °C(lit.)
• Refractive Index: 1.637
• Boiling Point: 306.9 °C at 760 mmHg
• PKA: 17.22±0.30(Predicted)
• Flash Point: 109.2 °C
• PSA: 25.02000
• Density: 1.169 g/cm³
• LogP: 2.17650
• Storage Temp.: Keep Cold
• Sensitive.: Light Sensitive
• Solubility.: ethanol: soluble50mg/mL, clear, faintly yellow

Purity/Quality:

99% ^*data from raw suppliers

4-Methoxyindole ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36-24/25

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Uses: 4-Methoxyindole is a reactant for alpha-ethyltryptamines as dual dopamine-serotonin releasers.

Technology Process of 4-Methoxyindole

There total 42 articles about 4-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: 97.0%

4-methoxy-1H-indole-2-carboxylic acid (103260-65-7) → 4-methoxy-1H-indole (4837-90-5)

Guidance literature:

In quinoline; for 0.2h; microwave;

DOI:10.1021/jo00072a052

Reference yield: 96.0%

4-methoxy-1-<(4-methylphenyl)sulfonyl>indole (112970-67-9) → 4-methoxy-1H-indole (4837-90-5)

Guidance literature:

With sodium hydroxide; In methanol; for 12h; Heating;

DOI:10.1021/jo00241a010

Reference yield: 96.0%

(6-methoxy-2-nitrophenyl)acetonitrile (20876-27-1) → 4-methoxy-1H-indole (4837-90-5)

Guidance literature:

With hydrogen; acetic acid; 10% palladium on active carbon; In ethanol; for 2h; under 2280 Torr; Ambient temperature;

upstream raw materials:

4-methoxy-1H-indole-2-carboxylic acid

1H-indol-4-ol

methyl iodide

tris(piperidino)-methane

Downstream raw materials:

(4-methoxy-1H-indol-3-ylmethyl)dimethylamine

2-(Benzhydrylidene-amino)-3-(4-methoxy-1H-indol-3-yl)-propionic acid methyl ester

(S)-2-Benzyloxycarbonylamino-3-(4-methoxy-1H-indol-3-yl)-propionic acid benzyl ester

4-methoxyindole-3-carboxaldehyde

Refernces

• 1、 Sun, Wanwan,Chen, Xiaobei,Hu, Ying,Geng, Huihui,Jiang, Yuanrui,Zhou, Yuxin,Zhu, Wenjing,Hu, Min,Hu, Haohua,Wang, Xingyi,Wang, Xinli,Zhang, Shilei,Hu, Yanwei. "A NaH-promoted N-detosylation reaction of diverse p-toluenesulfonamides". supporting information. . Retrieved 2020/10/05.
• 2、 Pálfi, Dénes,Chiovini, Balázs,Szalay, Gergely,Kaszás, Attila,Turi, Gergely F.,Katona, Gergely,ábrányi-Balogh, Péter,Szori, Milán,Potor, Attila,Frigyesi, Orsolya,Lukácsné Haveland, Csilla,Szadai, Zoltán,Madarász, Miklós,Vasanits-Zsigrai, Anikó,Molnár-Perl, Ibolya,Viskolcz, Béla,Csizmadia, Imre G.,Mucsi, Zoltán,Rózsa, Balázs. "High efficiency two-photon uncaging coupled by the correction of spontaneous hydrolysis". . p. 1958 - 1970. Retrieved 2018/03/23.