(Z)-1-chloro-2-(2-cyclohexylvinyl)benzene

Base Information

• Chemical Name: (Z)-1-chloro-2-(2-cyclohexylvinyl)benzene
• CAS No.: 1574277-26-1
• Molecular Formula: C₁₄H₁₇Cl
• Molecular Weight: 220.742
• Mol file: 1574277-26-1.mol

Synonyms:(Z)-1-chloro-2-(2-cyclohexylvinyl)benzene

Chemical Property of (Z)-1-chloro-2-(2-cyclohexylvinyl)benzene

Chemical Property:

Purity/Quality:

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Technology Process of (Z)-1-chloro-2-(2-cyclohexylvinyl)benzene

There total 7 articles about (Z)-1-chloro-2-(2-cyclohexylvinyl)benzene 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: 68.0%

2-chlorophenylacetylene (873-31-4) + cyclohexylamine (108-91-8,157973-60-9) → (Z)-1-chloro-2-(2-cyclohexylvinyl)benzene (1574277-26-1)

Guidance literature:

cyclohexylamine; With 2,4,6-triphenylpyrylium tetrafluoroborate; In ethanol; at 85 ℃; for 4h;

2-chlorophenylacetylene; With tris[2-phenylpyridinato-C₂,N]iridium(III); N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; for 16h; Solvent; Reagent/catalyst; diastereoselective reaction; Flash photolysis; Inert atmosphere; Sealed tube;

Reference yield: 60.0%

2-chlorostyrene (2039-87-4,107830-52-4,26125-41-7) + Cyclohexanecarboxylic acid (98-89-5) → (Z)-1-chloro-2-(2-cyclohexylvinyl)benzene (1574277-26-1) + (E)-1-chloro-2-(2-cyclohexylvinyl)benzene

Guidance literature:

With dipotassium hydrogenphosphate; 3,4,7,8-Tetramethyl-o-phenanthrolin; [4,4′-bis(1,1-dimethylethyl)-2,2′-bipyridine-N1,N1′]bis{3,5-difluoro-2-[5-(trifluoromethyl)-2-pyridinyl-κN]phenyl-κC}iridium(III) hexafluorophosphate; palladium diacetate; In chlorobenzene; at 20 ℃; for 24h; Overall yield = 69 %; diastereoselective reaction; Schlenk technique; Inert atmosphere; Irradiation;

DOI:10.1021/acs.orglett.8b00712

Reference yield: 50.0%

2-chlorophenylacetylene (873-31-4) + 1-cyclohexyl-2,4,6-triphenylpyridin-1-ium tetrafluoroborate salt → (Z)-1-chloro-2-(2-cyclohexylvinyl)benzene (1574277-26-1)

Guidance literature:

With fac-tris(2-phenylpyridinato-N,C₂')iridium(III); N-ethyl-N,N-diisopropylamine; In N,N-dimethyl acetamide; at 20 ℃; for 16h; Inert atmosphere; Irradiation;

DOI:10.1021/acs.joc.0c01928

upstream raw materials:

Cyclohexyl iodide

2-chlorostyrene

Cyclohexanecarboxylic acid

2-chlorophenylacetylene