(4-bromophenyl)(3-phenyl-1H-2-indolyl)methanone

Base Information

• Chemical Name: (4-bromophenyl)(3-phenyl-1H-2-indolyl)methanone
• CAS No.: 931421-09-9
• Molecular Formula: C₂₁H₁₄BrNO
• Molecular Weight: 376.252
• Mol file: 931421-09-9.mol

Synonyms:(4-bromophenyl)(3-phenyl-1H-2-indolyl)methanone

Chemical Property of (4-bromophenyl)(3-phenyl-1H-2-indolyl)methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (4-bromophenyl)(3-phenyl-1H-2-indolyl)methanone

There total 13 articles about (4-bromophenyl)(3-phenyl-1H-2-indolyl)methanone 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: 84.0%

C22H17Br2NO2 (1000775-37-0) + (2-aminophenyl)(phenyl)methanone (2835-77-0) → (4-bromophenyl)(3-phenyl-1H-2-indolyl)methanone (931421-09-9) + aniline (62-53-3)

Guidance literature:

With camphor-10-sulfonic acid; In ethanol; for 2h; Reflux;

DOI:10.1080/00397911.2011.627524

Reference yield:

N-(2-(hydroxymethyl)phenyl)methanesulfonamide (347839-76-3) → (4-bromophenyl)(3-phenyl-1H-2-indolyl)methanone (931421-09-9)

Guidance literature:

Multi-step reaction with 10 steps

1: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C

2: caesium carbonate / 1,4-dioxane / 10 h / 20 °C

3: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C

4: Dess-Martin periodane / dichloromethane / 0.5 h / 0 - 20 °C

5: tetrahydrofuran / 0.5 h / -20 °C

6: Dess-Martin periodane / dichloromethane / 0.5 h / 0 - 20 °C

7: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate / dimethyl sulfoxide / 1 h / 20 °C / Inert atmosphere; Irradiation; Schlenk technique

8: dimethyl sulfoxide / 80 °C / Schlenk technique

9: Dess-Martin periodane / dichloromethane / 0.25 h / 0 - 20 °C

10: caesium carbonate; ethanol / 0.5 h / 80 °C

With 1H-imidazole; ethanol; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; tetrabutyl ammonium fluoride; caesium carbonate; Dess-Martin periodane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide;

DOI:10.1039/d0gc01522a

Reference yield:

2-Aminobenzyl alcohol (5344-90-1) → (4-bromophenyl)(3-phenyl-1H-2-indolyl)methanone (931421-09-9)

Guidance literature:

Multi-step reaction with 11 steps

1: pyridine / dichloromethane / 2 h / 0 - 20 °C

2: 1H-imidazole / dichloromethane / 4 h / 0 - 20 °C

3: caesium carbonate / 1,4-dioxane / 10 h / 20 °C

4: tetrabutyl ammonium fluoride / tetrahydrofuran / 0.5 h / 0 - 20 °C

5: Dess-Martin periodane / dichloromethane / 0.5 h / 0 - 20 °C

6: tetrahydrofuran / 0.5 h / -20 °C

7: Dess-Martin periodane / dichloromethane / 0.5 h / 0 - 20 °C

8: diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate / dimethyl sulfoxide / 1 h / 20 °C / Inert atmosphere; Irradiation; Schlenk technique

9: dimethyl sulfoxide / 80 °C / Schlenk technique

10: Dess-Martin periodane / dichloromethane / 0.25 h / 0 - 20 °C

11: caesium carbonate; ethanol / 0.5 h / 80 °C

With pyridine; 1H-imidazole; ethanol; (4,4'-di-tert-butyl-2,2'-dipyridyl)-bis-(2-phenylpyridine(-1H))-iridium(III) hexafluorophosphate; diethyl 2,6-dimethyl-1,4-dihydropyridine-3,5-dicarboxylate; tetrabutyl ammonium fluoride; caesium carbonate; Dess-Martin periodane; In tetrahydrofuran; 1,4-dioxane; dichloromethane; dimethyl sulfoxide;

DOI:10.1039/d0gc01522a

upstream raw materials:

C₂₂H₁₇Br₂NO₂

(2-aminophenyl)(phenyl)methanone

N-(2-(hydroxymethyl)phenyl)methanesulfonamide

2-Aminobenzyl alcohol