9-Benzyl-2,3,4,9-tetrahydro-1H-carbazole

Base Information

• Chemical Name: 9-Benzyl-2,3,4,9-tetrahydro-1H-carbazole
• CAS No.: 17017-63-9
• Molecular Formula: C19H19 N
• Molecular Weight: 261.367
• Hs Code.: 2933990090
• DSSTox Substance ID: DTXSID30362406
• Nikkaji Number: J390.225K
• Wikidata: Q82145454
• Mol file: 17017-63-9.mol

Synonyms:9-Benzyl-2,3,4,9-tetrahydro-1H-carbazole;17017-63-9;9-benzyl-1,2,3,4-tetrahydrocarbazole;9-benzyltetrahydrocarbazole;dimethyl?2-benzamidosuccinate;SCHEMBL6045346;DTXSID30362406;STK868235;AKOS000445201;AC-12401;1,2,3,4-Tetrahydro-9-benzyl-9H-carbazole;EU-0016204

Chemical Property of 9-Benzyl-2,3,4,9-tetrahydro-1H-carbazole

Chemical Property:

• Vapor Pressure: 4.32E-08mmHg at 25°C
• Melting Point: 50-51 °C(Solv: ethanol (64-17-5))
• Refractive Index: 1.631
• Boiling Point: 456.6°C at 760 mmHg
• Flash Point: 230°C
• PSA: 4.93000
• Density: 1.11g/cm³
• LogP: 4.56840
• XLogP3: 4.8
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 0
• Rotatable Bond Count: 2
• Exact Mass: 261.151749610
• Heavy Atom Count: 20
• Complexity: 320

Purity/Quality:

N-BENZYL-1,2,3,4-TETRAHYDROCARBAZOLE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: C1CCC2=C(C1)C3=CC=CC=C3N2CC4=CC=CC=C4

Technology Process of 9-Benzyl-2,3,4,9-tetrahydro-1H-carbazole

There total 26 articles about 9-Benzyl-2,3,4,9-tetrahydro-1H-carbazole 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%

1-bromocyclohex-1-ene (2044-08-8) + N'-benzyl-N'-phenylacetohydrazide → 9-benzyl-2,3,4,9-tetrahydro-1H-carbazole (17017-63-9)

Guidance literature:

1-bromocyclohex-1-ene; N'-benzyl-N'-phenylacetohydrazide; With copper(l) iodide; potassium carbonate; N,N-dimethylethylenediamine; In toluene; at 110 ℃; for 24h; Schlenk technique; Inert atmosphere;

With zinc(II) chloride; In toluene; at 90 ℃; for 1h;

DOI:10.1002/anie.201207173

Reference yield: 87.0%

1,2,3,4-tetrahydrocarbazole (942-01-8) → 9-benzyl-2,3,4,9-tetrahydro-1H-carbazole (17017-63-9)

Guidance literature:

With potassium hydroxide; In N,N-dimethyl-formamide; at 20 ℃;

DOI:10.1039/c4ob00635f

Reference yield: 84.0%

1,2,3,4-tetrahydrocarbazole (942-01-8) + benzyl bromide (100-39-0) → 9-benzyl-2,3,4,9-tetrahydro-1H-carbazole (17017-63-9)

Guidance literature:

With potassium hydroxide; In dimethyl sulfoxide; for 2.5h; Ambient temperature;

upstream raw materials:

1,2,3,4-tetrahydrocarbazole

benzyl chloride

N-Benzylaniline

2-Chlorocyclohexanone

Downstream raw materials:

9-benzyl-1,2,3,4-tetrahydrocarbazole-7-carbaldehyde

4a-benzyl-2,3,4,4a-tetrahydro-1H-carbazole

9-benzyl-1-methyl-9H-carbazole-3-carbaldehyde

(9-benzyl-1,2,3,4-tetrahydrocarbazol-1-yl)carboxaldehyde

Refernces

• 1、 Bergès, Julien,García, Belén,Mu?iz, Kilian. "An Electrophilic Bromine Redox Catalysis for the Synthesis of Indole Alkaloid Building Blocks by Selective Aliphatic C?H Amination". supporting information. p. 15891 - 15895. Retrieved 2018/11/23.
• 2、 Besandre, Ronald,Jaimes, Miguel,May, Jeremy A.. "Indoles synthesized from amines via copper catalysis". . p. 1666 - 1669. Retrieved 2013/06/26.