(E)-3-cyclohexylacrylamide

Base Information

• Chemical Name: (E)-3-cyclohexylacrylamide
• CAS No.: 22031-63-6
• Molecular Formula: C₉H₁₅NO
• Molecular Weight: 153.224
• Mol file: 22031-63-6.mol

Synonyms:(E)-3-cyclohexylacrylamide

Chemical Property of (E)-3-cyclohexylacrylamide

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-3-cyclohexylacrylamide

There total 5 articles about (E)-3-cyclohexylacrylamide 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: 61.0%

dichloroacetamide (683-72-7) + cyclohexanecarbaldehyde (2043-61-0) → (E)-3-cyclohexylacrylamide (22031-63-6)

Guidance literature:

With samarium; diiodomethane; In tetrahydrofuran; at 20 ℃; for 12h; optical yield given as %de;

DOI:10.1021/jo100320j

Reference yield: 57.0%

(E)-S-methyl 4-cyclohexyl-2-oxobut-3-enethioate (1597410-63-3) → (E)-3-cyclohexylacrylamide (22031-63-6)

Guidance literature:

With diphenylphosphoranyl azide; copper(II) bis(trifluoromethanesulfonate); In water; N,N-dimethyl-formamide; at 100 ℃; for 4h;

DOI:10.1021/acs.joc.7b03054

Reference yield:

cyclohexyl-propiolic acid amide (4361-26-6) → (E)-3-cyclohexylacrylamide (22031-63-6) + 3-cyclohexylacrylamide

Guidance literature:

With potassium tert-butylate; 4,4,5,5-tetramethyl-[1,3,2]-dioxaboralane; In tetrahydrofuran; at 20 ℃; for 0.166667h; Overall yield = 35 percent; Overall yield = 30.8 mg; stereoselective reaction; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c02567

upstream raw materials:

dichloroacetamide

cyclohexanecarbaldehyde

(E)-S-methyl 4-cyclohexyl-2-oxobut-3-enethioate

cyclohexyl-propiolic acid amide

Downstream raw materials:

3-cyclohexyl-N-(2,2,2-trichloro-1-hydroxy-ethyl)-acrylamide

N-(1-amino-2,2,2-trichloro-ethyl)-3-cyclohexyl-acrylamide

Refernces

• 1、 Maity, Rajib,Naskar, Sandip,Das, Indrajit. "Copper(II)-Catalyzed Reactions of α-Keto Thioesters with Azides via C-C and C-S Bond Cleavages: Synthesis of N-Acylureas and Amides". . p. 2114 - 2124. Retrieved 2018/02/23.