α-fluoro-α-phenylthio-α-phenylsulfonylmethane

Base Information

• Chemical Name: α-fluoro-α-phenylthio-α-phenylsulfonylmethane
• CAS No.: 1061868-34-5
• Molecular Formula: C₁₃H₁₁FO₂S₂
• Molecular Weight: 282.36
• Mol file: 1061868-34-5.mol

Synonyms:α-fluoro-α-phenylthio-α-phenylsulfonylmethane

Chemical Property of α-fluoro-α-phenylthio-α-phenylsulfonylmethane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of α-fluoro-α-phenylthio-α-phenylsulfonylmethane

There total 3 articles about α-fluoro-α-phenylthio-α-phenylsulfonylmethane 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: 85.0%

1-(phenylsulfanyl)methyl phenyl sulfone (15296-86-3) → α-fluoro-α-phenylthio-α-phenylsulfonylmethane (1061868-34-5)

Guidance literature:

1-(phenylsulfanyl)methyl phenyl sulfone; With n-butyllithium; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 ℃; for 0.5h; Inert atmosphere;

With N-fluorobis(benzenesulfon)imide; In tetrahydrofuran; N,N,N,N,N,N-hexamethylphosphoric triamide; hexane; at -78 - 20 ℃; for 12.5h; Inert atmosphere;

DOI:10.1016/j.tet.2019.130877

Reference yield:

(1R*,2R*)-2-fluoro-2-(phenylsulfonyl)-2-(phenylthio)-1-(p-tolyl)ethan-1-ol → α-fluoro-α-phenylthio-α-phenylsulfonylmethane (1061868-34-5) + (1S*,2R*)-2-fluoro-2-(phenylsulfonyl)-2-(phenylthio)-1-(p-tolyl)ethan-1-ol

Guidance literature:

(1R*,2R*)-2-fluoro-2-(phenylsulfonyl)-2-(phenylthio)-1-(p-tolyl)ethan-1-ol; With potassium hexamethylsilazane; In dichloromethane; at -78 ℃; for 6h;

With trifluoroacetic acid; In dichloromethane; at -94 ℃;

DOI:10.1016/j.tet.2019.130877

Reference yield:

(1R*,2R*)-2-fluoro-2-(phenylsulfonyl)-2-(phenylthio)-1-(p-tolyl)ethyl acetate → α-fluoro-α-phenylthio-α-phenylsulfonylmethane (1061868-34-5) + (1S*,2R*)-2-fluoro-2-(phenylsulfonyl)-2-(phenylthio)-1-(p-tolyl)ethan-1-ol

Guidance literature:

Multi-step reaction with 2 steps

1.1: sulfuric acid / dichloromethane; methanol / 8 h / 0 °C / Reflux

2.1: potassium hexamethylsilazane / dichloromethane / 6 h / -78 °C

2.2: -94 °C

With sulfuric acid; potassium hexamethylsilazane; In methanol; dichloromethane;

DOI:10.1016/j.tet.2019.130877

upstream raw materials:

1-(phenylsulfanyl)methyl phenyl sulfone

Downstream raw materials:

1-fluoro-1,1-bis(phenylsulfonyl)methane