(5-bromo-6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-phenyl-methanone

Base Information

• Chemical Name: (5-bromo-6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-phenyl-methanone
• CAS No.: 488862-90-4
• Molecular Formula: C₂₄H₂₀BrNO
• Molecular Weight: 418.333
• Mol file: 488862-90-4.mol

Synonyms:(5-bromo-6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-phenyl-methanone

Chemical Property of (5-bromo-6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-phenyl-methanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (5-bromo-6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-phenyl-methanone

There total 1 articles about (5-bromo-6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-phenyl-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: 80.0%

phenyl-(6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone (448211-11-8) → (5-bromo-6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-phenyl-methanone (488862-90-4)

Guidance literature:

With hydrogen bromide; bromine; In acetic acid; for 30h; Heating;

DOI:10.1021/jo026187p

Reference yield: 97.0%

tert-butyldimethylsilyl chloride (18162-48-6) + (5-bromo-6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-phenyl-methanone (488862-90-4) → 2-{(1R,4S,5R)-6-[1-(tert-Butyl-dimethyl-silanyloxy)-1-phenyl-meth-(Z)-ylidene]-5-phenyl-bicyclo[2.1.1]hex-5-yl}-pyridine

Guidance literature:

With N,N,N,N,N,N-hexamethylphosphoric triamide; tert.-butyl lithium; In tetrahydrofuran; at -78 - 20 ℃;

DOI:10.1021/jo026187p

Reference yield:

(5-bromo-6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-phenyl-methanone (488862-90-4) → phenyl-(6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone (448211-11-8)

Guidance literature:

Multi-step reaction with 2 steps

1: 97 percent / t-BuLi; HMPA / tetrahydrofuran / -78 - 20 °C

2: tetrabutylammonium fluoride; HCl / acetonitrile / 0.05 h / 20 °C

With hydrogenchloride; N,N,N,N,N,N-hexamethylphosphoric triamide; tetrabutyl ammonium fluoride; tert.-butyl lithium; In tetrahydrofuran; acetonitrile;

DOI:10.1021/jo026187p

upstream raw materials:

phenyl-(6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone

Downstream raw materials:

phenyl-(6-endo-phenyl-6-exo-pyridin-2-yl-bicyclo[2.1.1]hex-5-yl)-methanone