1-Benzyl-3-methyl-1,4,5,6-tetrahydro-2H-indol-2-one

Base Information

• Chemical Name: 1-Benzyl-3-methyl-1,4,5,6-tetrahydro-2H-indol-2-one
• CAS No.: 15174-76-2
• Molecular Formula: C16H17NO
• Molecular Weight: 239.317
• DSSTox Substance ID: DTXSID90510901
• Nikkaji Number: J1.296.841H
• Wikidata: Q82369450
• Mol file: 15174-76-2.mol

Synonyms:15174-76-2;1-Benzyl-3-methyl-1,4,5,6-tetrahydro-2H-indol-2-one;DTXSID90510901

Chemical Property of 1-Benzyl-3-methyl-1,4,5,6-tetrahydro-2H-indol-2-one

Chemical Property:

• XLogP3: 2.7
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 1
• Rotatable Bond Count: 2
• Exact Mass: 239.131014166
• Heavy Atom Count: 18
• Complexity: 413

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=C2CCCC=C2N(C1=O)CC3=CC=CC=C3

Technology Process of 1-Benzyl-3-methyl-1,4,5,6-tetrahydro-2H-indol-2-one

There total 10 articles about 1-Benzyl-3-methyl-1,4,5,6-tetrahydro-2H-indol-2-one 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: 60.0%

3-methyl 5,6-dihydrobenzofuran-2(4H)-one (15174-74-0) + benzylamine (100-46-9) → 1-benzyl-3-methyl-5,6-dihydro-1H-indol-2(4H)-one (15174-76-2)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 12h; Reflux; Inert atmosphere;

DOI:10.1039/c9ob00649d

Reference yield: 56.0%

N-benzyl-2,2-dichloro-N-cyclohex-1-enyl-propionamide (279668-68-7) → 1-benzyl-3-methyl-5,6-dihydro-1H-indol-2(4H)-one (15174-76-2)

Guidance literature:

With copper diacetate; nickel; acetic acid; In tert-butyl alcohol; at 80 ℃;

Reference yield: 21.0%

N-benzyl-2-bromo-N-cyclohex-1-enylpropionamide → 1-benzyl-3-methyl-5,6-dihydro-1H-indol-2(4H)-one (15174-76-2)

Guidance literature:

JandaJel-supported TEDETA copper(I) bromide; In 1,2-dichloro-ethane; for 48h; Heating;

DOI:10.1021/jo0521605

upstream raw materials:

N-Benzyl-2-[2-oxo-cyclohex-(Z)-ylidene]-propionamide

N-benzyl-2,2-dichloro-N-cyclohex-1-enyl-propionamide

N-benzylcyclohexylimine

benzylamine

Downstream raw materials:

1-benzyl-3-methyl-1H-indole

1-Benzyl-7-chloro-3-methyl-1,4,5,6-tetrahydro-indol-2-one

1-Benzyl-7-bromo-3-methyl-1,4,5,6-tetrahydro-indol-2-one

1-benzyl-3-methyl-1,3-dihydro-2H-indol-2-one