Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine

Base Information

• Chemical Name: Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine
• CAS No.: 141903-89-1
• Molecular Formula: C₁₈H₂₀F₃N
• Molecular Weight: 307.359
• Mol file: 141903-89-1.mol

Synonyms:Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine

Chemical Property of Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine

There total 4 articles about Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-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: 66.0%

1,3-dioxoisoindolin-2-yl (3r,5r,7r)-adamantane-1- carboxylate (118334-83-1) + 3-phenyl-3-(trifluoromethyl)-3H-diazirine (73899-14-6) → Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine (141903-89-1)

Guidance literature:

With N-ethyl-N,N-diisopropylamine; eosin-Y; In tert-butyl alcohol; at 40 ℃; for 24h; Inert atmosphere; Irradiation; Schlenk technique;

DOI:10.1007/s11426-021-1048-4

Reference yield:

1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione (91233-19-1) + 3-phenyl-3-(trifluoromethyl)-3H-diazirine (73899-14-6) → Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine (141903-89-1)

Guidance literature:

In dichloromethane; at 0 ℃; Irradiation;

DOI:10.1021/ja00071a017

Reference yield:

1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione (91233-19-1) + 3-phenyl-3-(trifluoromethyl)-3H-diazirine (73899-14-6) → 2-((3s,5s,7s)-adamantan-1-ylthio)pyridine (54476-11-8) + Adamantan-1-yl-[2,2,2-trifluoro-1-phenyl-eth-(Z)-ylidene]-amine (141903-89-1)

Guidance literature:

In dichloromethane; at 0 - 5 ℃; Irradiation;

DOI:10.1021/ja00040a088

upstream raw materials:

1-(adamantane-1-carbonyloxy)pyridine-2(1H)-thione

3-phenyl-3-(trifluoromethyl)-3H-diazirine

1,3-dioxoisoindolin-2-yl (3r,5r,7r)-adamantane-1- carboxylate

Downstream raw materials:

2,2,2-Trifluoroacetophenone

1-Adamantanamine

phenethylamine

Refernces

• 1、 Barton, Derek H. R.,Jaszberenyi, Joseph Cs.,Theodorakis, Emmanouil A.,Reibenspies. "The invention of radical reactions. 30. Diazirines as carbon radical traps. Mechanistic aspects and synthetic applications of a novel and efficient amination process". . p. 8050 - 8059. Retrieved 2007/10/02.