5-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene

Base Information

• Chemical Name: 5-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene
• CAS No.: 77550-13-1
• Molecular Formula: C₁₄H₁₆O₂S
• Molecular Weight: 248.346
• Mol file: 77550-13-1.mol

Synonyms:5-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene

Chemical Property of 5-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 5-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene

There total 2 articles about 5-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene 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:

PVS (5535-48-8) + cyclohexa-1,3-diene (1165952-91-9) → trans-1-(benzylsulfonyl)-2-(trimethylsilyl)ethylene (64489-06-1) + 5-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene (77550-13-1)

Guidance literature:

With hydroquinone; In benzene; at 123 - 125 ℃; for 17h; Yield given. Yields of byproduct given;

DOI:10.1021/jo00173a039

Reference yield:

1-bromo-2-phenylthioethane (4837-01-8) → 5-(phenylsulfonyl)bicyclo<2.2.2>oct-2-ene (77550-13-1)

Guidance literature:

Multi-step reaction with 3 steps

1: sodium ethoxide / ethanol / 8 h / Heating

2: 78 percent / 30percent H₂O₂ / acetic acid / 1.) 70 deg C, 2.) reflux, 20 min

3: hydroquinone / benzene / 17 h / 123 - 125 °C

With dihydrogen peroxide; sodium ethanolate; hydroquinone; In ethanol; acetic acid; benzene;

DOI:10.1021/jo00173a039

Reference yield: 87.3%

(1S,4S)-5-Benzenesulfonyl-bicyclo[2.2.2]oct-2-ene (77550-13-1) → ethyl phenyl sulfone (599-70-2) + 2-(Phenylsulfonyl)bicyclo<2.2.2>octane (76355-29-8)

Guidance literature:

With hydrogen; palladium on activated charcoal; In ethyl acetate; Yields of byproduct given;

DOI:10.1021/jo00327a013

upstream raw materials:

PVS

cyclohexa-1,3-diene

1-bromo-2-phenylthioethane

Downstream raw materials:

norbornene

ethyl phenyl sulfone

2-(Phenylsulfonyl)bicyclo<2.2.2>octane

2-(Phenylsulfonyl)-2-(trimethylsilyl)bicyclo<2.2.2>octane

Refernces