2-(4'-hydroxyphenyl)-N-methylindole

Base Information

• Chemical Name: 2-(4'-hydroxyphenyl)-N-methylindole
• CAS No.: 1013932-64-3
• Molecular Formula: C₁₅H₁₃NO
• Molecular Weight: 223.274
• Mol file: 1013932-64-3.mol

Synonyms:2-(4'-hydroxyphenyl)-N-methylindole

Chemical Property of 2-(4'-hydroxyphenyl)-N-methylindole

Chemical Property:

• Melting Point: 106-107 °C(Solv: hexane (110-54-3))
• Boiling Point: 425.2±20.0 °C(Predicted)
• PKA: 10.23±0.15(Predicted)
• Density: 1.14±0.1 g/cm3(Predicted)

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(4'-hydroxyphenyl)-N-methylindole

There total 3 articles about 2-(4'-hydroxyphenyl)-N-methylindole 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: 82.0%

1-methylindole (603-76-9) + p-Iodophenol (540-38-5) → 2-(4'-hydroxyphenyl)-N-methylindole (1013932-64-3)

Guidance literature:

With ortho-nitrobenzoic acid; silver(l) oxide; palladium diacetate; In N,N-dimethyl-formamide; at 25 ℃; for 15h;

DOI:10.1021/ja710731a

Reference yield: 16.0%

1-methylindole (603-76-9) + 4-hydroxybenzenediazonium tetrafluoroborate → 2-(4'-hydroxyphenyl)-N-methylindole (1013932-64-3)

Guidance literature:

1-methylindole; With palladium diacetate; In 2-methyltetrahydrofuran; ethyl acetate; for 2h;

4-hydroxybenzenediazonium tetrafluoroborate; In 2-methyltetrahydrofuran; ethyl acetate; at 20 ℃; for 2h;

DOI:10.1039/c6sc02595a

Reference yield:

indole (120-72-9) → 2-(4'-hydroxyphenyl)-N-methylindole (1013932-64-3)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 9 h / 50 - 130 °C

2: palladium diacetate; silver(I) acetate; acetic acid / 2 h / Sealed tube; Milling

With silver(I) acetate; palladium diacetate; potassium carbonate; acetic acid; In N,N-dimethyl-formamide;

DOI:10.1021/acs.joc.9b01280

upstream raw materials:

1-methylindole

p-Iodophenol

indole

Refernces

• 1、 Das, Dharmendra,Bhutia, Zigmee T.,Chatterjee, Amrita,Banerjee, Mainak. "Mechanochemical Pd(II)-Catalyzed Direct and C-2-Selective Arylation of Indoles". . p. 10764 - 10774. Retrieved 2019/09/09.
• 2、 Gemoets, Hannes P. L.,Kalvet, Indrek,Nyuchev, Alexander V.,Erdmann, Nico,Hessel, Volker,Schoenebeck, Franziska,No?l, Timothy. "Mild and selective base-free C-H arylation of heteroarenes: experiment and computation". . p. 1046 - 1055. Retrieved 2017/02/10.