1-Benzyl-2-methylindole

Base Information

• Chemical Name: 1-Benzyl-2-methylindole
• CAS No.: 17901-58-5
• Molecular Formula: C16H15N
• Molecular Weight: 221.302
• DSSTox Substance ID: DTXSID40391287
• Nikkaji Number: J614.463B
• Mol file: 17901-58-5.mol

Synonyms:1-benzyl-2-methylindole;1-Benzyl-2-methyl-1H-indole;17901-58-5;N-benzyl-2-methylindole;SCHEMBL6821030;DTXSID40391287;DPNOTFHCABPNQH-UHFFFAOYSA-N;AKOS005208581;CS-0282096;EN300-234722;F2147-0506

Chemical Property of 1-Benzyl-2-methylindole

Chemical Property:

• XLogP3: 4.4
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 221.120449483
• Heavy Atom Count: 17
• Complexity: 244

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=CC=CC=C2N1CC3=CC=CC=C3

Technology Process of 1-Benzyl-2-methylindole

There total 25 articles about 1-Benzyl-2-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: 100.0%

2-methyl-1H-indole (95-20-5) + benzyl bromide (100-39-0) → 1-benzyl-2-methyl-1H-indole (17901-58-5)

Guidance literature:

2-methyl-1H-indole; With sodium hydride; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃; for 0.5h;

benzyl bromide; In N,N-dimethyl-formamide; mineral oil; at 0 - 20 ℃;

DOI:10.1016/j.tet.2015.12.028

Reference yield: 86.0%

2-methyl-1-benzylindoline (954-89-2) → 1-benzyl-2-methyl-1H-indole (17901-58-5)

Guidance literature:

With tris(pentafluorophenyl)borate; In toluene; at 120 ℃; for 20.75h; under 75.0075 Torr; Inert atmosphere; Schlenk technique; Glovebox;

DOI:10.1002/anie.201606426

Reference yield: 86.0%

1-benzyl-2-methyl-3-(phenylthio)indole → 1-benzyl-2-methyl-1H-indole (17901-58-5)

Guidance literature:

With thiosalicilyc acid; trifluoroacetic acid; for 1h; Ambient temperature;

DOI:10.1016/S0040-4039(00)60345-3

upstream raw materials:

2-methyl-1-benzylindoline

para-bromotoluene

N-benzyl-2-(2-propenyl)aniline

2-methyl-1H-indole

Downstream raw materials:

C₂₂H₁₅N₅O₆

(3R,3aR,8bS)-methyl 4-benzyl-3a-methyl-3-phenyl-3,3a,4,8b-tetrahydrocyclopenta[b]indole-1-carboxylate

1-benzyl-2-methyl-1H-indol-3-yl acetate

C₂₆H₂₅NO

Refernces

• 1、 Zhang, Jianbo,Chang, Sukbok. "Cine-Silylative Ring-Opening of α-Methyl Azacycles Enabled by the Silylium-Induced C-N Bond Cleavage". supporting information. p. 12585 - 12590. Retrieved 2020/08/21.
• 2、 Asquith, Christopher R. M.,Konstantinova, Lidia S.,Tizzard, Graham J.,Laitinen, Tuomo,Coles, Simon J.,Rakitin, Oleg A.,Hilton, Stephen T.. "Exploration and Development of a C-H-Activated Route to Access the [1,2]Dithiolo[4,3- b ]indole-3(4 H)-thione Core and Related Derivatives". . p. 156 - 160. Retrieved 2019/01/14.