4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile

Base Information

• Chemical Name: 4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile
• CAS No.: 1313611-41-4
• Molecular Formula: C₂₀H₂₂ClNO₂Si
• Molecular Weight: 371.939
• Mol file: 1313611-41-4.mol

Synonyms:4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile

Chemical Property of 4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile

There total 2 articles about 4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile 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: 37.0%

trimethylsilyl cyanide (7677-24-9) + 2-(4-chlorophenyl)-2-methyl-2,3-dihydro-4H-chromen-4-one (1313611-37-8) → 4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile (1313611-41-4)

Guidance literature:

With zinc(II) iodide; In dichloromethane; at 20 ℃; for 4h;

DOI:10.1002/ardp.201000302

Reference yield:

para-chloroacetophenone (99-91-2) → 4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile (1313611-41-4)

Guidance literature:

Multi-step reaction with 2 steps

1: pyrrolidine / acetonitrile / 49 h / 20 °C / Reflux

2: zinc(II) iodide / dichloromethane / 4 h / 20 °C

With pyrrolidine; zinc(II) iodide; In dichloromethane; acetonitrile;

DOI:10.1002/ardp.201000302

Reference yield: 97.0%

4-[(trimethylsilyl)oxy]-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromene-4-carbonitrile (1313611-41-4) → 4-(aminomethyl)-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromen-4-ol (1313611-45-8)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1002/ardp.201000302

upstream raw materials:

trimethylsilyl cyanide

2-(4-chlorophenyl)-2-methyl-2,3-dihydro-4H-chromen-4-one

para-chloroacetophenone

Downstream raw materials:

4-(aminomethyl)-2-(4-chlorophenyl)-2-methyl-3,4-dihydro-2H-chromen-4-ol

2-(4-chlorophenyl)-2-methyl-2,3-dihydro-2'H-spiro[chromene-4,5'-[1,3]oxazolidin]-2'-one

ethyl [2-(4-chlorophenyl)-2-methyl-2'-oxo-2,3-dihydro-3'H-spiro[chromene-4,5'-[1,3]oxazolidin]-3'-yl]acetate