(Z)-N-(3-phenylallyl)cyclohexanamine

Base Information

• Chemical Name: (Z)-N-(3-phenylallyl)cyclohexanamine
• CAS No.: 1587713-40-3
• Molecular Formula: C₁₅H₂₁N
• Molecular Weight: 215.338
• Mol file: 1587713-40-3.mol

Synonyms:(Z)-N-(3-phenylallyl)cyclohexanamine

Chemical Property of (Z)-N-(3-phenylallyl)cyclohexanamine

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of (Z)-N-(3-phenylallyl)cyclohexanamine

There total 5 articles about (Z)-N-(3-phenylallyl)cyclohexanamine 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:

(2E)-3-phenyl-2-propen-1-ol (4407-36-7) → (Z)-N-(3-phenylallyl)cyclohexanamine (1587713-40-3)

Guidance literature:

Multi-step reaction with 3 steps

1: hydrogen bromide / 3 h / 0 - 20 °C

2: potassium carbonate / acetonitrile / 14 h / 60 °C / Inert atmosphere

3: tris[2-phenylpyridinato-C₂,N]iridium(III); N-ethyl-N,N-diisopropylamine / acetonitrile / 30 °C / Inert atmosphere; Irradiation

With tris[2-phenylpyridinato-C₂,N]iridium(III); hydrogen bromide; potassium carbonate; N-ethyl-N,N-diisopropylamine; In acetonitrile;

DOI:10.1021/ja5019749

Reference yield:

cyclohexylamine (108-91-8,157973-60-9) → (Z)-N-(3-phenylallyl)cyclohexanamine (1587713-40-3) + (E)-N-(3-phenylallyl)cyclohexanamine (107261-83-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: trifluoromethylsulfonic anhydride / dichloromethane / 0.5 h / -78 °C / Inert atmosphere

1.2: -78 - 20 °C / Inert atmosphere

2.1: [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; trifluoroacetic anhydride / 3 h / 5 °C / Irradiation; Inert atmosphere

With trifluoromethylsulfonic anhydride; [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; trifluoroacetic anhydride; In dichloromethane;

DOI:10.1021/jacs.0c08248

Reference yield:

allylbenzene (300-57-2,57807-91-7) + thianthrenylidene cyclohexylamine (61558-79-0) → (Z)-N-(3-phenylallyl)cyclohexanamine (1587713-40-3) + (E)-N-(3-phenylallyl)cyclohexanamine (107261-83-6)

Guidance literature:

With [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; trifluoroacetic anhydride; at 5 ℃; for 3h; Overall yield = 80 percent; Overall yield = 17.2 mg; Irradiation; Inert atmosphere;

DOI:10.1021/jacs.0c08248

upstream raw materials:

Cinnamyl bromide

(E)-N-(3-phenylallyl)cyclohexanamine

(2E)-3-phenyl-2-propen-1-ol

allylbenzene