6-methoxy-2-phenyl-1H-indole

Base Information

• Chemical Name: 6-methoxy-2-phenyl-1H-indole
• CAS No.: 57826-36-5
• Molecular Formula: C15H13NO
• Molecular Weight: 223.274
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID00444389
• Nikkaji Number: J1.094.414G
• Wikidata: Q82262515
• Mol file: 57826-36-5.mol

Synonyms:6-methoxy-2-phenyl-1H-indole;57826-36-5;1h-indole,6-methoxy-2-phenyl-;6-methoxy-2-phenylindole;Oprea1_099169;SCHEMBL3699661;2-Phenyl-6-methoxy-1H-indole;DTXSID00444389;JLVHJFKZSFKVHO-UHFFFAOYSA-N;methyl 2-phenyl-1H-indol-6-yl ether;FT-0732954

Chemical Property of 6-methoxy-2-phenyl-1H-indole

Chemical Property:

• PSA: 25.02000
• LogP: 3.84350
• Storage Temp.: 2-8°C
• 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: 249

Purity/Quality:

98%min ^*data from raw suppliers

1H-indole,6-methoxy-2-phenyl- 95 ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC2=C(C=C1)C=C(N2)C3=CC=CC=C3

Technology Process of 6-methoxy-2-phenyl-1H-indole

There total 41 articles about 6-methoxy-2-phenyl-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: 97.0%

1-(4-methoxy-2-nitrostyryl)benzene (725712-36-7) → 6-methoxy-2-phenyl-1H-indole (57826-36-5)

Guidance literature:

With 4,7-dimethoxy-1,10-phenanthroline; phenylsilane; iron(II) acetate; In 1,2-dimethoxyethane; at 80 ℃;

DOI:10.1021/acscatal.7b01915

Reference yield: 97.0%

(E)-4-methoxy-2-nitro-1-styrylbenzene (1054567-56-4) → 6-methoxy-2-phenyl-1H-indole (57826-36-5)

Guidance literature:

With 3,4,7,8-Tetramethyl-o-phenanthrolin; carbon monoxide; palladium diacetate; In N,N-dimethyl-formamide; at 100 ℃; for 14h; Sealed tube;

DOI:10.1002/ejoc.201901629

Reference yield: 92.0%

5-methoxy-2-(phenylethynyl)aniline (665033-18-1) → 6-methoxy-2-phenyl-1H-indole (57826-36-5)

Guidance literature:

With zinc dibromide; In toluene; for 24h; Reflux;

DOI:10.1016/j.tetlet.2009.03.210

upstream raw materials:

2-bromo-5-methoxyaniline

1-(1-phenylvinyl)piperidine

N-(5-methoxy-2-methylphenyl)benzamide

5-methoxy-2-(phenylethynyl)aniline

Downstream raw materials:

(6-Methoxy-2-phenyl-indol-1-yl)-acetonitrile

2-phenyl-6-hydroxy-indole

methyl 3-(6-methoxy-2-phenyl-1H-indol-3-ylmethyl)benzoate

7-methoxy-2-phenyl-4H-benzo[d][1,3]oxazin-4-one

Refernces

• 1、 Chung, Hyunho,Kim, Jeongyun,Gonzalez-Montiel, Gisela A.,Cheong, Paul Ha-Yeon,Lee, Hong Geun. "Modular counter-Fischer?indole synthesis through radical-enolate coupling". supporting information. p. 1096 - 1102. Retrieved 2021/01/26.
• 2、 Song, Heng,Yang, Zhuoyi,Tung, Chen-Ho,Wang, Wenguang. "Iron-catalyzed reductive coupling of nitroarenes with olefins: Intermediate of iron-nitroso complex". . p. 276 - 281. Retrieved 2019/12/24.