3-benzyl-2,3-dimethyl-3H-indole

Base Information

• Chemical Name: 3-benzyl-2,3-dimethyl-3H-indole
• CAS No.: 46854-91-5
• Molecular Formula: C₁₇H₁₇N
• Molecular Weight: 235.329
• Mol file: 46854-91-5.mol

Synonyms:3-benzyl-2,3-dimethyl-3H-indole

Chemical Property of 3-benzyl-2,3-dimethyl-3H-indole

Chemical Property:

• Melting Point: 48-49℃

Purity/Quality:

96% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 3-benzyl-2,3-dimethyl-3H-indole

There total 12 articles about 3-benzyl-2,3-dimethyl-3H-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: 98.0%

benzyl 2,3-dimethyl-1H-indole-1-carboxylate (1197055-17-6) → 3-benzyl-2,3-dimethyl-3H-indole (46854-91-5)

Guidance literature:

With {(η4-1,5-cyclooctadiene)Pd(η3-allyl)}BF4; triethyl borane; potassium phenolate; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 75 ℃; for 5h; Inert atmosphere;

DOI:10.1021/ol400334u

Reference yield: 86.0%

2,3-dimethylindole (91-55-4) + benzyl methyl carbonate (13326-10-8) → 3-benzyl-2,3-dimethyl-3H-indole (46854-91-5)

Guidance literature:

2,3-dimethylindole; With {(η4-1,5-cyclooctadiene)Pd(η3-allyl)}BF4; bis[2-(diphenylphosphino)phenyl] ether; In toluene; at 20 ℃; for 0.0833333h; Inert atmosphere;

benzyl methyl carbonate; With N,O-bis-(trimethylsilyl)-acetamide; triethyl borane; In hexane; toluene; at 50 ℃; for 18h; Inert atmosphere;

DOI:10.1021/ja2095393

Reference yield: 85.0%

2,3-dimethylindole (91-55-4) + benzyl bromide (100-39-0) → 3-benzyl-2,3-dimethyl-3H-indole (46854-91-5)

Guidance literature:

2,3-dimethylindole; With potassium tert-butylate; In 1,4-dioxane; at 20 ℃; for 0.5h; Inert atmosphere;

With triethyl borane; In 1,4-dioxane; hexane; for 0.5h; Inert atmosphere;

benzyl bromide; In 1,4-dioxane; hexane; at 20 ℃; for 12h; Inert atmosphere;

DOI:10.1021/ol4005992

upstream raw materials:

2,3-dimethylindole

3-anilino-3-methyl-4-phenyl-butan-2-one

(E)-3-Ureido-but-2-enoic acid ethyl ester

3-methyl-4-phenylbutan-2-one

Downstream raw materials:

(2S,3S)-3-Benzyl-2,3-dimethyl-2,3-dihydro-1H-indole

(2R,3S)-3-Benzyl-2,3-dimethyl-2,3-dihydro-1H-indole

3-benzyl-2,3-dimethyl-2,3-dihydro-indole

Refernces

• 1、 Adhikari, Arijit A.,Radal, Léa,Chisholm, John D.. "Synthesis of 3,3′-Disubstituted Indolenines Utilizing the Lewis Acid Catalyzed Alkylation of 2,3-Disubstituted Indoles with Trichloroacetimidates". supporting information. p. 2335 - 2339. Retrieved 2017/10/06.
• 2、 Lin, Aijun,Yang, Jiong,Hashim, Mohamed. "N-indolyltriethylborate: A useful reagent for synthesis of C3-quaternary indolenines". supporting information. p. 1950 - 1953. Retrieved 2013/06/04.