[2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine

Base Information

• Chemical Name: [2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine
• CAS No.: 195251-72-0
• Molecular Formula: C₁₄H₁₉N
• Molecular Weight: 201.312
• Mol file: 195251-72-0.mol

Synonyms:[2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine

Chemical Property of [2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine

There total 1 articles about [2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine 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: 95.0%

2-Methylcyclopentanone (1120-72-5) + (S)-1-phenyl-ethylamine (2627-86-3) → [2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine (195251-72-0)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 18h; Heating;

Reference yield:

[2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine (195251-72-0) → (1S,6S,9R)-9-(benzyloxy)-1-methyl-5-methylenebicyclo[4.2.1]nonane

Guidance literature:

Multi-step reaction with 10 steps

1.1: hydroquinone / neat (no solvent) / 72 h / 50 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / benzene / 16 h / Dean-Stark; Reflux

3.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / Inert atmosphere

4.1: triethylamine; dmap / dichloromethane / 3 h

5.1: tetrahydrofuran; dimethyl sulfoxide / 2 h / Inert atmosphere

6.1: hydrogenchloride / water; tetrahydrofuran / 0.5 h / Inert atmosphere

7.1: 2,6-dimethylpyridine / dichloromethane / 18 - 23 °C / Inert atmosphere

8.1: tris((tris(3,5-di-tert-butyl-4-methoxyphenyl)silyl)ethynyl)phosphane; chloro(dimethylsulfide) gold(I); silver(I) triflimide / tert-butyl alcohol; dichloromethane / 0.08 h / 18 - 23 °C / Darkness; Inert atmosphere; Molecular sieve

9.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / Inert atmosphere

10.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 16 h / 18 - 23 °C / Inert atmosphere

With 2,6-dimethylpyridine; tris((tris(3,5-di-tert-butyl-4-methoxyphenyl)silyl)ethynyl)phosphane; hydrogenchloride; dmap; lithium aluminium tetrahydride; chloro(dimethylsulfide) gold(I); tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; triethylamine; hydroquinone; silver(I) triflimide; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol; benzene;

DOI:10.1021/acs.orglett.1c01757

Reference yield:

[2-Methyl-cyclopent-(Z)-ylidene]-((S)-1-phenyl-ethyl)-amine (195251-72-0) → C18H24O2 + C18H24O2

Guidance literature:

Multi-step reaction with 11 steps

1.1: hydroquinone / neat (no solvent) / 72 h / 50 °C / Inert atmosphere

1.2: 24 h / 20 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / benzene / 16 h / Dean-Stark; Reflux

3.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / Inert atmosphere

4.1: triethylamine; dmap / dichloromethane / 3 h

5.1: tetrahydrofuran; dimethyl sulfoxide / 2 h / Inert atmosphere

6.1: hydrogenchloride / water; tetrahydrofuran / 0.5 h / Inert atmosphere

7.1: 2,6-dimethylpyridine / dichloromethane / 18 - 23 °C / Inert atmosphere

8.1: tris((tris(3,5-di-tert-butyl-4-methoxyphenyl)silyl)ethynyl)phosphane; chloro(dimethylsulfide) gold(I); silver(I) triflimide / tert-butyl alcohol; dichloromethane / 0.08 h / 18 - 23 °C / Darkness; Inert atmosphere; Molecular sieve

9.1: lithium aluminium tetrahydride / diethyl ether / 0.5 h / Inert atmosphere

10.1: sodium hydride; tetra-(n-butyl)ammonium iodide / tetrahydrofuran / 16 h / 18 - 23 °C / Inert atmosphere

11.1: acetic acid; selenium(IV) oxide; tert.-butylhydroperoxide / dichloromethane / 1 h / 18 - 23 °C / Inert atmosphere

With 2,6-dimethylpyridine; tris((tris(3,5-di-tert-butyl-4-methoxyphenyl)silyl)ethynyl)phosphane; hydrogenchloride; tert.-butylhydroperoxide; dmap; selenium(IV) oxide; lithium aluminium tetrahydride; chloro(dimethylsulfide) gold(I); tetra-(n-butyl)ammonium iodide; sodium hydride; toluene-4-sulfonic acid; acetic acid; triethylamine; hydroquinone; silver(I) triflimide; In tetrahydrofuran; diethyl ether; dichloromethane; water; dimethyl sulfoxide; tert-butyl alcohol; benzene;

DOI:10.1021/acs.orglett.1c01757

upstream raw materials:

2-Methylcyclopentanone

(S)-1-phenyl-ethylamine