3-(4-chlorophenyl)-2,2-dimethyl-3-oxopropanenitrile

Base Information

• Chemical Name: 3-(4-chlorophenyl)-2,2-dimethyl-3-oxopropanenitrile
• CAS No.: 118362-76-8
• Molecular Formula: C₁₁H₁₀ClNO
• Molecular Weight: 207.659
• Mol file: 118362-76-8.mol

Synonyms:3-(4-chlorophenyl)-2,2-dimethyl-3-oxopropanenitrile

Chemical Property of 3-(4-chlorophenyl)-2,2-dimethyl-3-oxopropanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 3-(4-chlorophenyl)-2,2-dimethyl-3-oxopropanenitrile

There total 5 articles about 3-(4-chlorophenyl)-2,2-dimethyl-3-oxopropanenitrile 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: 92.0%

2,2-dimethylmalononitrile (7321-55-3) + 4-Chlorophenylboronic acid (1679-18-1) → 3-(4-chlorophenyl)-2,2-dimethyl-3-oxopropanenitrile (118362-76-8)

Guidance literature:

With 4,4'-dimethyl-2,2'-bipyridines; palladium(II) acetylacetonate; toluene-4-sulfonic acid; In water; toluene; at 80 ℃; for 24h; Schlenk technique;

DOI:10.1021/acs.joc.0c02388

Reference yield: 92.0%

N-cyano-N-phenyl-p-toluenesulfonamide (55305-43-6) + 2-bromo-1-(4-chlorophenyl)-2-methylpropan-1-one (33000-64-5) → 3-(4-chlorophenyl)-2,2-dimethyl-3-oxopropanenitrile (118362-76-8)

Guidance literature:

With zinc; In N,N-dimethyl-formamide; at 20 ℃; for 2h; Inert atmosphere; Sealed tube;

DOI:10.1021/acs.orglett.1c00465

Reference yield:

p-chlorobenzoylacetonitrile (4640-66-8) + methyl iodide (74-88-4) → 3-(4-chlorophenyl)-2,2-dimethyl-3-oxopropanenitrile (118362-76-8)

Guidance literature:

With potassium carbonate; In acetone; at 45 ℃; for 12h; Inert atmosphere;

DOI:10.1002/anie.202017190

upstream raw materials:

methyl iodide

2,2-dimethylmalononitrile

4-Chlorophenylboronic acid

p-chlorobenzoylacetonitrile

Refernces

• 1、 Liu, Chong,Yuan, Jing,Zhang, Zhenfeng,Gridnev, Ilya D.,Zhang, Wanbin. "Asymmetric Hydroacylation Involving Alkene Isomerization for the Construction of C3-Chirogenic Center". supporting information. p. 8997 - 9002. Retrieved 2021/03/16.
• 2、 Malapit, Christian A.,Caldwell, Donald R.,Luvaga, Irungu K.,Reeves, Jonathan T.,Volchkov, Ivan,Gonnella, Nina C.,Han, Zhengxu S.,Busacca, Carl A.,Howell, Amy R.,Senanayake, Chris H.. "Rhodium-Catalyzed Addition of Aryl Boronic Acids to 2,2-Disubstituted Malononitriles". supporting information. p. 6999 - 7002. Retrieved 2017/06/06.