2-(2-methoxyphenyl)-1H-indole

Base Information

• Chemical Name: 2-(2-methoxyphenyl)-1H-indole
• CAS No.: 40756-71-6
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• European Community (EC) Number: 631-020-3
• Nikkaji Number: J773.009H
• Wikidata: Q27208375
• ChEMBL ID: CHEMBL1449007
• Mol file: 40756-71-6.mol

Synonyms:2-(2-methoxyphenyl)-1H-indole;40756-71-6;2-(1H-indol-2-yl)phenyl methyl ether;SMR000114556;MLS000547194;1h-indole,2-(2-methoxyphenyl)-;6-methoxyphenylindole;cid_901191;SCHEMBL5634916;CHEMBL1449007;BDBM68671;CHEBI:120522;GYUBKMFGRAIVMZ-UHFFFAOYSA-N;HMS2351F15;STK166477;AKOS005409296;2-(2'-METHOXYPHENYL)-1H-INDOLE;AI-204/42879112;Q27208375

Chemical Property of 2-(2-methoxyphenyl)-1H-indole

Chemical Property:

• Melting Point: 83 °C
• Boiling Point: 387.8±17.0 °C(Predicted)
• PSA: 25.02000
• Density: 1.167±0.06 g/cm3(Predicted)
• LogP: 3.84350
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 223.099714038
• Heavy Atom Count: 17
• Complexity: 255

Purity/Quality:

98% ^*data from raw suppliers

1H-INDOLE,2-(2-METHOXYPHENYL)- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=CC=C1C2=CC3=CC=CC=C3N2

Technology Process of 2-(2-methoxyphenyl)-1H-indole

There total 18 articles about 2-(2-methoxyphenyl)-1H-indole 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%

2-[(2-methoxyphenyl)ethynyl]aniline (408353-30-0) → 2-(2-methoxyphenyl)-1H-indole (40756-71-6)

Guidance literature:

With zinc dibromide; In toluene; at 100 ℃; for 1.5h; Inert atmosphere; Schlenk technique; Glovebox; Reflux;

DOI:10.1039/c5dt01173f

Reference yield: 84.0%

indole (120-72-9) + 2-bromoanisole (578-57-4) → 3-(2-methoxyphenyl)-1H-indole (56366-27-9) + 2-(2-methoxyphenyl)-1H-indole (40756-71-6)

Guidance literature:

With lithium hydroxide monohydrate; palladium diacetate; bis-diphenylphosphinomethane; In water; at 110 ℃; for 18h; regioselective reaction;

DOI:10.1002/adsc.201000512

Reference yield: 81.0%

(2-aminobenzyl)triphenylphosphonium bromide (78133-84-3) + ortho-anisaldehyde (135-02-4) → 2-(2-methoxyphenyl)-1H-indole (40756-71-6)

Guidance literature:

(2-aminobenzyl)triphenylphosphonium bromide; ortho-anisaldehyde; With acetic acid; In methanol; at 80 ℃; for 0.166667h; Inert atmosphere; Microwave irradiation;

With potassium tert-butylate; In tetrahydrofuran; at 25 ℃; for 1h; Inert atmosphere;

DOI:10.1021/ol801034x

upstream raw materials:

1-ethynyl-2-methoxybenzene

2,2,2-trifluoro-N-(2-iodophenyl)acetamide

2-methoxybenzoic acid methyl ester

N-(trimethylsilyl)-o-toluidine

Downstream raw materials:

N-(dicyclohexylphosphino)-2-(2'-methoxyphenyl)-1H-indole

3,3-difluoro-2-(2-methoxyphenyl)-3H-indole

C₂₄H₂₃NO₄S

1-(2-(2-methoxyphenyl)-1H-indol-3-yl)ethanone

Refernces

• 1、 Chen, Yu-Jue,Chen, Yuan,Ding, Xuan,Guan, Zhi,He, Yan-Hong,Lu, Fo-Yun. "Highly enantioselective electrosynthesis of C2-quaternary indolin-3-ones". supporting information. p. 623 - 626. Retrieved 2020/01/28.
• 2、 Li, Yanan,Wang, Bo,Xing, Ruiguang. "Synthesis of 2-substituted indole with Hantzsch ester catalyzed by palladium". . p. 295 - 303. Retrieved 2019/08/01.