endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene

Base Information

• Chemical Name: endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene
• CAS No.: 1367520-68-0
• Molecular Formula: C₂₂H₂₄N₂
• Molecular Weight: 316.446
• Mol file: 1367520-68-0.mol

Synonyms:endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene

Chemical Property of endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene

There total 3 articles about endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene 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: 70.0%

endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one (1367520-65-7) → endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene (1367520-68-0)

Guidance literature:

With lithium aluminium tetrahydride; In tetrahydrofuran; at 0 ℃; for 1h; Inert atmosphere; Reflux;

DOI:10.1080/00397911.2010.537426

Reference yield:

(3aα,4α,7α,7aα)-1,3-diacetyl-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one (78932-02-2) → endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene (1367520-68-0)

Guidance literature:

Multi-step reaction with 3 steps

1.1: potassium hydroxide / methanol; water / 4.5 h / Reflux

2.1: copper(l) iodide; potassium phosphate / 1,4-dioxane / 0.5 h

2.2: 24 h / 120 °C / Inert atmosphere

3.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere; Reflux

With potassium phosphate; copper(l) iodide; lithium aluminium tetrahydride; potassium hydroxide; In tetrahydrofuran; 1,4-dioxane; methanol; water;

DOI:10.1080/00397911.2010.537426

Reference yield:

(3aα,4α,7α,7aα)-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one (149063-63-8) → endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-ene (1367520-68-0)

Guidance literature:

Multi-step reaction with 2 steps

1.1: copper(l) iodide; potassium phosphate / 1,4-dioxane / 0.5 h

1.2: 24 h / 120 °C / Inert atmosphere

2.1: lithium aluminium tetrahydride / tetrahydrofuran / 1 h / 0 °C / Inert atmosphere; Reflux

With potassium phosphate; copper(l) iodide; lithium aluminium tetrahydride; In tetrahydrofuran; 1,4-dioxane;

DOI:10.1080/00397911.2010.537426

upstream raw materials:

endo-3,5-di(p-tolyl)-3,5-diazatricyclo[5.2.1.0]dec-8-en-4-one

(3aα,4α,7α,7aα)-1,3-diacetyl-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one

(3aα,4α,7α,7aα)-1,3,3a,4,7,7a-hexahydro-4,7-methano-2H-benzimidazol-2-one

Downstream raw materials:

tetrahydroimidazole

cis-endo-N,N'-di(p-tolyl)bicyclo[2.2.1]hept-5-ene-2,3-diamine

Refernces