Benzeneacetonitrile, 2-fluoro-a-[(trimethylsilyl)oxy]-

Base Information

• Chemical Name: Benzeneacetonitrile, 2-fluoro-a-[(trimethylsilyl)oxy]-
• CAS No.: 82128-76-5
• Molecular Formula: C11H14FNOSi
• Molecular Weight: 223.322
• Mol file: 82128-76-5.mol

Synonyms:2-(2-fluorophenyl)-2-trimethylsiloxyethanenitrile;2-(2-fluorophenyl)-2-(trimethylsilyloxy)acetonitrile;α-(trimethylsilyloxy)-2-fluorobenzeneacetonitrile;

Chemical Property of Benzeneacetonitrile, 2-fluoro-a-[(trimethylsilyl)oxy]-

Chemical Property:

• PSA: 33.02000
• LogP: 3.24188

Purity/Quality:

2-Fluoro-α-[(trimethylsilyl)oxy]benzeneacetonitrile ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 2-Fluoro-α-[(trimethylsilyl)oxy]benzeneacetonitrile is an intermediate in synthesizing 1-Cyclopropyl-2-(2-fluorophenyl)-2-hydroxy-ethanone (C989465), a useful synthetic intermediate in the synthesis of Prasugrel (P701150, HCl); an antiplatelet agent.

Technology Process of Benzeneacetonitrile, 2-fluoro-a-[(trimethylsilyl)oxy]-

There total 1 articles about Benzeneacetonitrile, 2-fluoro-a-[(trimethylsilyl)oxy]- 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: 99.0%

trimethylsilyl cyanide (7677-24-9) + 2-Fluorobenzaldehyde (446-52-6) → α-[(trimethylsilyl)oxy]-α-(o-fluorophenyl)acetonitrile (82128-76-5)

Guidance literature:

With C₄₂H₅₀Mg₂N₄; In benzene-d6; at 25 ℃; Glovebox; Inert atmosphere;

DOI:10.1039/c8cc00826d

Reference yield: 89.0%

ethanol (64-17-5) + α-[(trimethylsilyl)oxy]-α-(o-fluorophenyl)acetonitrile (82128-76-5) → ethyl 1-(2-fluorophenyl)-1-hydroxymethanecarboximidate hydrochloride (82128-77-6)

Guidance literature:

With hydrogenchloride; at 5 ℃; for 16h;

DOI:10.1021/jm00155a030

Reference yield: 58.0%

benzyl bromide (100-39-0) + α-[(trimethylsilyl)oxy]-α-(o-fluorophenyl)acetonitrile (82128-76-5) → 1-(2-fluorophenyl)-2-phenylethan-1-one (77294-82-7)

Guidance literature:

benzyl bromide; α-[(trimethylsilyl)oxy]-α-(o-fluorophenyl)acetonitrile; With lithium diisopropyl amide; In tetrahydrofuran; at -78 - 20 ℃; for 24h;

With tetrabutyl ammonium fluoride; In tetrahydrofuran; for 0.5h;

DOI:10.1021/acs.jmedchem.9b00445

upstream raw materials:

trimethylsilyl cyanide

2-Fluorobenzaldehyde

Downstream raw materials:

ethyl 1-(2-fluorophenyl)-1-hydroxymethanecarboximidate hydrochloride

2-(2-fluorophenyl)-2-hydroxy-1-phenylethan-1-one

(+/-)-2-hydroxy-2-(2-fluorophenyl)acetonitrile

2-hydroxy-2-(2-fluorophenyl)-ethanamine