(1-METHYL-2-PHENYLINDOL-3-YL)-PHENYL-METHANONE

Base Information

• Chemical Name: (1-METHYL-2-PHENYLINDOL-3-YL)-PHENYL-METHANONE
• CAS No.: 26821-93-2
• Molecular Formula: C22H17 N O
• Molecular Weight: 311.383
• Mol file: 26821-93-2.mol

Synonyms:Ketone,1-methyl-2-phenylindol-3-yl phenyl (7CI,8CI); 1-Methyl-2-phenyl-3-benzoylindole

Chemical Property of (1-METHYL-2-PHENYLINDOL-3-YL)-PHENYL-METHANONE

Chemical Property:

• PSA: 22.00000
• LogP: 5.07630

Purity/Quality:

97% ^*data from raw suppliers

(1-METHYL-2-PHENYLINDOL-3-YL)-PHENYL-METHANONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of (1-METHYL-2-PHENYLINDOL-3-YL)-PHENYL-METHANONE

There total 26 articles about (1-METHYL-2-PHENYLINDOL-3-YL)-PHENYL-METHANONE 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: 89.0%

3-benzoyl-1-methylindole (19012-01-2) + phenylmagnesium bromide (100-58-3) → (1-methyl-2-phenyl-1H-indol-3-yl)(phenyl)methanone (26821-93-2)

Guidance literature:

3-benzoyl-1-methylindole; phenylmagnesium bromide; In tetrahydrofuran; at 0 - 20 ℃; for 0.166667h; Inert atmosphere;

With 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; at 0 ℃; for 0.0833333h; Inert atmosphere;

DOI:10.1021/ol301750b

Reference yield: 85.0%

[2-((Z)-1-Benzenesulfonyl-2-phenyl-vinyl)-phenyl]-methyl-amine (869301-70-2) + benzoyl chloride (98-88-4) → (1-methyl-2-phenyl-1H-indol-3-yl)(phenyl)methanone (26821-93-2)

Guidance literature:

[2-((Z)-1-Benzenesulfonyl-2-phenyl-vinyl)-phenyl]-methyl-amine; With lithium hexamethyldisilazane; In tetrahydrofuran; at 0 - 20 ℃;

benzoyl chloride; In tetrahydrofuran; at 20 ℃; for 1h;

DOI:10.1021/ol051826e

Reference yield: 70.0%

N-methyl-N-(o-methylphenyl)benzamide (66087-60-3) → (1-methyl-2-phenyl-1H-indol-3-yl)(phenyl)methanone (26821-93-2)

Guidance literature:

N-methyl-N-(o-methylphenyl)benzamide; With n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; at 10 - 20 ℃; Inert atmosphere;

With hydrogenchloride; In tetrahydrofuran; hexane; water; Inert atmosphere;

DOI:10.1002/ejoc.201900772

upstream raw materials:

2-phenyl-1-methylindole-3-carboxylic acid

1',3-diphenyl-3-(phenylamino)-2-(phenylsulfonyl)-2-propen-1-one

methyl iodide

[2-((Z)-1-Benzenesulfonyl-2-phenyl-vinyl)-phenyl]-methyl-amine

Refernces

• 1、 Zhou, Jianhui,Li, Jian,Li, Yazhou,Wu, Chenglin,He, Guoxue,Yang, Qiaolan,Zhou, Yu,Liu, Hong. "Direct Synthesis of 3-Acylindoles through Rhodium(III)-Catalyzed Annulation of N-Phenylamidines with α-Cl Ketones". . p. 7645 - 7649. Retrieved 2018/12/11.
• 2、 Zhang, Ping,Xiao, Tiebo,Xiong, Shengwei,Dong, Xichang,Zhou, Lei. "Synthesis of 3-acylindoles by visible-light induced intramolecular oxidative cyclization of o -alkynylated N,N -dialkylamines". supporting information. p. 3264 - 3267. Retrieved 2014/07/08.