2-phenyl-2-trimethylsilyloxypropanenitrile

Base Information

• Chemical Name: 2-phenyl-2-trimethylsilyloxypropanenitrile
• CAS No.: 127462-20-8
• Molecular Formula: C₁₂H₁₇NOSi
• Molecular Weight: 219.359
• Mol file: 127462-20-8.mol

Synonyms:

Chemical Property of 2-phenyl-2-trimethylsilyloxypropanenitrile

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-phenyl-2-trimethylsilyloxypropanenitrile

There total 16 articles about 2-phenyl-2-trimethylsilyloxypropanenitrile 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: 99.9%

trimethylsilyl cyanide (7677-24-9) + acetophenone (98-86-2) → 2-phenyl-2-trimethylsilyloxypropanenitrile (127462-20-8,25438-38-4)

Guidance literature:

With [(3,5-di-tert-Bu,2-OH)-C₆H₂-CH=N-CH₂]2*Ti(O-i-Pr)4; N,N-dimethylaniline N-oxide; In dichloromethane; at 23 ℃; for 5.5h;

Reference yield: 99.0%

chloro-trimethyl-silane (75-77-4) + sodium cyanide (143-33-9,25596-52-5) + acetophenone (98-86-2) → 2-phenyl-2-trimethylsilyloxypropanenitrile (127462-20-8,25438-38-4)

Guidance literature:

In hexane; dimethyl sulfoxide; at 60 ℃; for 0.0833333h;

DOI:10.1021/jo702587e

Reference yield: 97.0%

chloro-trimethyl-silane (75-77-4) + potassium cyanide (151-50-8) + acetophenone (98-86-2) → 2-phenyl-2-trimethylsilyloxypropanenitrile (127462-20-8,25438-38-4)

Guidance literature:

With Amberlite XAD-4 resin; In acetonitrile; at 60 ℃; for 8h;

DOI:10.1246/bcsj.60.3820

upstream raw materials:

trimethylsilyl cyanide

acetophenone

phenyl(trimethylsiloxy)acetonitrile

methyl iodide

Downstream raw materials:

(+/-)-1-amino-2-phenylpropan-2-ol

hydratropic acid

2-hydroxy-2-phenylpropionitrile

Themisone

Refernces

• 1、 Matsukawa, Satoru,Sekine, Izumi,Iitsuka, Ayumi. "Tris(2,4,6-trimethoxyphenyl)phosphine (TTMPP): Efficient catalysts for the cyanosilylation and cyanocarbonation of aldehydes and ketones". . p. 3353 - 3359. Retrieved 2009.
• 2、 Sung, Soo Kim,Rajagopal, Gurusamy. "Niobium fluoride (NbF5): A highly efficient catalyst for solvent-free cyanosilylation of aldehydes". . p. 215 - 218. Retrieved 2007.
• 3、 Rojas-Buzo, Sergio,García-García, Pilar,Corma, Avelino. "Remarkable Acceleration of Benzimidazole Synthesis and Cyanosilylation Reactions in a Supramolecular Solid Catalyst". . p. 997 - 1004. Retrieved 2017.
• 4、 Abele,Abele,Mazheika,Lukevics. "Trimethylsilylcyanation of heteroaromatic ketones in the CsF/18-crown-6/benzene phase-transfer catalytic system". . p. 943 - 946. Retrieved 1999.
• 5、 Grunewald, Gary L.,Brouillette, Wayne J.,Finney, Jay A.. "SYNTHESIS OF α-HYDROXIAMIDES VIA THE CYANOSILYLATION OF AROMATIC KETONES". . p. 1219 - 1220. Retrieved 1980.
• 6、 Chai, Zhuo,Wang, Yemei,Tang, Mujun,Mu, Xiaolong,Hou, Jinsong,Yang, Gaosheng. "Chiral rare-earth metal complexes with a tridentate amido-fluorenyl ligand: Syntheses, structures and catalytic performance". . p. 236 - 241. Retrieved 2017.
• 7、 Sukata, Kazuaki. "A Convenient One-Pot Cyanosilylation of Aldehydes and Ketones Using Potassium or Sodium Cyanide Impregnated on Amberlite XAD Resin and Trimethylsilyl Chloride". . p. 3820 - 3822. Retrieved 1987.
• 8、 Xu, Wei,Li, Yani,Yu, Bo,Yang, Jindou,Zhang, Ying,Chen, Xi,Zhang, Guofang,Gao, Ziwei. "Ligand-tailored single-site silica supported titanium catalysts: Synthesis, characterization and towards cyanosilylation reaction". . p. 208 - 215. Retrieved 2014.
• 9、 Matsukawa,Kimura. "TBD-catalyzed cyanosilylation of aldehydes and ketones". . p. 1947 - 1952. Retrieved 2016.
• 10、 Huang, Xiao,Chen, Lin,Ren, Fengying,Yang, Chen,Li, Jianghong,Shi, Kejin,Gou, Xiaojun,Wang, Wei. "Lewis Acid Rather than Bronsted Acid Sites of Montmorillonite K10 Act as a Powerful and Reusable Green Heterogeneous Catalyst for Rapid Cyanosilylation of Ketones". . p. 439 - 444. Retrieved 2017.