2-cyano-3-cyclohexylpropionic acid ethyl ester

Base Information

• Chemical Name: 2-cyano-3-cyclohexylpropionic acid ethyl ester
• CAS No.: 78811-40-2
• Molecular Formula: C₁₂H₁₉NO₂
• Molecular Weight: 209.288
• Mol file: 78811-40-2.mol

Synonyms:2-cyano-3-cyclohexylpropionic acid ethyl ester

Chemical Property of 2-cyano-3-cyclohexylpropionic acid ethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 2-cyano-3-cyclohexylpropionic acid ethyl ester

There total 6 articles about 2-cyano-3-cyclohexylpropionic acid ethyl ester 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: 97.0%

ethyl 2-cyanoacetate (105-56-6) + cyclohexanecarbaldehyde (2043-61-0) → 2-cyano-3-cyclohexylpropionic acid ethyl ester (78811-40-2)

Guidance literature:

With carbon monoxide; rhodium(III) chloride trihydrate; water; triethylamine; In acetonitrile; at 25 ℃; for 18h; under 7500.75 Torr;

DOI:10.1021/acscatal.6b03183

Reference yield: 78.0%

1-bromocyclohexane (108-85-0) + trimethylsilyl cyanide (7677-24-9) + ethyl acrylate (140-88-5,9003-32-1) → 2-cyano-3-cyclohexylpropionic acid ethyl ester (78811-40-2)

Guidance literature:

With tetrakis(actonitrile)copper(I) hexafluorophosphate; water; N-ethyl-N,N-diisopropylamine; In 2,2,2-trifluoroethanol; at 20 ℃; for 4h; Reagent/catalyst; Solvent; Time; Catalytic behavior; Inert atmosphere; UV-irradiation;

DOI:10.1039/c9cc04432a

Reference yield: 68.0%

DBN (3001-72-7) + (2E)-2-cyano-3-cyclohexyl-2-propenoic acid ethyl ester (90913-43-2) → 2-cyano-3-cyclohexylpropionic acid ethyl ester (78811-40-2) + C17H21N3O

Guidance literature:

In acetonitrile; at 120 ℃; for 4h; regioselective reaction; Schlenk technique; Inert atmosphere;

DOI:10.1021/acs.joc.1c00717

upstream raw materials:

ethyl-2-cyanoacrilate

cyclohexylmercury chloride

Cyclohexylquecksilberacetat

ethyl 2-cyanoacetate

Refernces

• 1、 Han, Wendan,Li, Yuanhang,Raveendra Babu, Kaki,Li, Jing,Tang, Yuhai,Wu, Yong,Xu, Silong. "Catalyst-Free [3 + 3] Annulation/Oxidation of Cyclic Amidines with Activated Olefins: When the Substrate Olefin Is Also an Oxidant". . p. 7832 - 7841. Retrieved 2021/06/25.
• 2、 Giese, Bernd,Meixner, Juergen. "Polar Substituent Effects in Additions of Alkyl Radicals to Alkenes". . p. 2138 - 2145. Retrieved 2007/10/02.