1-Benzylindole

Base Information

• Chemical Name: 1-Benzylindole
• CAS No.: 3377-71-7
• Molecular Formula: C15H13N
• Molecular Weight: 207.275
• Hs Code.: 2933990090
• European Community (EC) Number: 803-406-3
• NSC Number: 93216
• UNII: 4Y89G35QC9
• DSSTox Substance ID: DTXSID90187435
• Nikkaji Number: J80.708G
• Wikidata: Q72441388
• ChEMBL ID: CHEMBL1775125
• Mol file: 3377-71-7.mol

Synonyms:1-benzylindole

Chemical Property of 1-Benzylindole

Chemical Property:

• Vapor Pressure: 1.62E-05mmHg at 25°C
• Melting Point: 45.8°C
• Refractive Index: 1.597
• Boiling Point: 376 °C at 760 mmHg
• Flash Point: 181.2 °C
• PSA: 4.93000
• Density: 1.03 g/cm³
• LogP: 3.68960
• Storage Temp.: 2-8°C
• XLogP3: 4.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 207.104799419
• Heavy Atom Count: 16
• Complexity: 220

Purity/Quality:

99% ^*data from raw suppliers

1-Benzyl-1H-indole ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1=CC=C(C=C1)CN2C=CC3=CC=CC=C32

Technology Process of 1-Benzylindole

There total 115 articles about 1-Benzylindole 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%

indole (120-72-9) + benzyl bromide (100-39-0) → N-benzylindole (3377-71-7)

Guidance literature:

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: 99.0%

indole (120-72-9) + benzyl chloride (100-44-7) → N-benzylindole (3377-71-7)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; at 0 - 20 ℃; for 18h;

DOI:10.1039/d0ob00702a

Reference yield: 99.0%

1-benzyl-2,3-dihydro-1H-indole (6037-73-6) → N-benzylindole (3377-71-7)

Guidance literature:

With H₈O₂₀P₈Pt₂^(4-)*4C₃₄H₇₂N⁽¹⁺⁾; In methanol; Inert atmosphere; Irradiation;

DOI:10.1039/c8sc05600e

upstream raw materials:

indole

benzyl chloride

1-benzyl-indole-2,3-dicarboxylic acid

dibenzyl oxalate

Downstream raw materials:

1-benzyl-3-(2-pyridin-4-yl-ethyl)-indole

1-benzyl-2-(3,6-dimethylpyrazin-2-yl)indole

1'-Benzyl-1H,1'H-[2,3']biindolyl

3-acetyl-1-benzyl-1H-indole

Refernces

• 1、 Sutherland, Daniel R.,Kinsman, Luke,Angiolini, Stuart M.,Rosair, Georgina M.,Lee, Ai-Lan. "Gold(I)-Catalysed Hydroarylation of 1,3-Disubstituted Allenes with Efficient Axial-to-Point Chirality Transfer". . p. 7002 - 7009. Retrieved 2018.
• 2、 Nguyen, Hung M.,Golantsov, Nikita E.,Golubenkova, Alexandra S.,Rybakov, Victor B.,Voskressensky, Leonid G.. "Three-component reactions of 3-arylidene-3h-indolium salts, isocyanides and amines". . . Retrieved 2021/05/26.
• 3、 Porcu, Stefania,Rodriguez, Carla Aira,Frongia, Angelo,Secci, Francesco. "A Catalytic One-Pot Synthesis of Indolyl Cyclobutanones". supporting information. p. 925 - 932. Retrieved 2020/12/14.