α-chloro-β-(1-adamantyl)styrene

Base Information

• Chemical Name: α-chloro-β-(1-adamantyl)styrene
• CAS No.: 74203-38-6
• Molecular Formula: C₁₈H₂₁Cl
• Molecular Weight: 272.818
• Mol file: 74203-38-6.mol

Synonyms:α-chloro-β-(1-adamantyl)styrene

Chemical Property of α-chloro-β-(1-adamantyl)styrene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of α-chloro-β-(1-adamantyl)styrene

There total 4 articles about α-chloro-β-(1-adamantyl)styrene 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: 64.0%

1-chloroadamantane (935-56-8) + 1-Phenyl-2-(trimethylsilyl)acetylene (2170-06-1) → α-chloro-β-(1-adamantyl)styrene (74203-38-6)

Guidance literature:

zinc(II) chloride; In dichloromethane; for 48h; Ambient temperature;

DOI:10.1021/jo01306a004

Reference yield:

1-chloroadamantane (935-56-8) + 1-Phenyl-2-(trimethylsilyl)acetylene (2170-06-1) → Z-2-adamantyl-1-chloro-1-phenylethene + α-chloro-β-(1-adamantyl)styrene (74203-38-6)

Guidance literature:

With zinc(II) chloride; In dichloromethane; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1021/acs.joc.5b00456

Reference yield:

1-adamantanemethanol (770-71-8) → Z-2-adamantyl-1-chloro-1-phenylethene + α-chloro-β-(1-adamantyl)styrene (74203-38-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: Dess-Martin periodane / dichloromethane; water / 0.5 h / 25 °C / Inert atmosphere

2.1: lithium hexamethyldisilazane / tetrahydrofuran / 0.5 h / 0 °C / Inert atmosphere

2.2: 1 h / -35 - 0 °C / Inert atmosphere

2.3: 0.5 h / 0 °C / Inert atmosphere

3.1: pentan-3-one / 20 °C / UV-irradiation; Inert atmosphere

With Dess-Martin periodane; lithium hexamethyldisilazane; In tetrahydrofuran; dichloromethane; water; pentan-3-one;

DOI:10.1021/acs.joc.5b00456

upstream raw materials:

1-chloroadamantane

1-Phenyl-2-(trimethylsilyl)acetylene

(1-adamantyl)diazirine

3-chloro-3-phenyl-3H-diazirine

Downstream raw materials:

cis-1-phenyl-2-(1-adamantyl)ethene