2-[(Z)-m-cyanobenzylidene]-6-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone

Base Information

• Chemical Name: 2-[(Z)-m-cyanobenzylidene]-6-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone
• CAS No.: 636589-45-2
• Molecular Formula: C₂₆H₂₄N₂O
• Molecular Weight: 380.489
• Mol file: 636589-45-2.mol

Synonyms:2-[(Z)-m-cyanobenzylidene]-6-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone

Chemical Property of 2-[(Z)-m-cyanobenzylidene]-6-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[(Z)-m-cyanobenzylidene]-6-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone

There total 3 articles about 2-[(Z)-m-cyanobenzylidene]-6-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone 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: 65.0%

3-cyanobenzaldehyde dimethyl acetal + 1-trimethylsilyloxy-2-(p-cyanobenzylidene)-3,3,5,5-tetramethyl-cyclohexene (636589-44-1) → 2-[(Z)-m-cyanobenzylidene]-6-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone (636589-45-2)

Guidance literature:

With titanium tetrachloride; In dichloromethane; for 3h; Heating;

DOI:10.1016/S0968-0896(03)00332-8

Reference yield:

3,3,5,5-tetramethylcyclohexanone (14376-79-5) → 2-[(Z)-m-cyanobenzylidene]-6-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone (636589-45-2)

Guidance literature:

Multi-step reaction with 4 steps

1: Et₃N; NaI / acetonitrile

2: 180 mg / TiCl₄ / CH₂Cl₂ / 20 °C

3: Et₃N; NaI / acetonitrile

4: 65 percent / TiCl₄ / CH₂Cl₂ / 3 h / Heating

With titanium tetrachloride; triethylamine; sodium iodide; In dichloromethane; acetonitrile; 2: Mukaiyama reaction / 4: Mukaiyama reaction;

DOI:10.1016/S0968-0896(03)00332-8

Reference yield:

1-Trimethylsilyloxy-3,3,5,5-tetramethylcyclohexene (143586-27-0) → 2-[(Z)-m-cyanobenzylidene]-6-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone (636589-45-2)

Guidance literature:

Multi-step reaction with 3 steps

1: 180 mg / TiCl₄ / CH₂Cl₂ / 20 °C

2: Et₃N; NaI / acetonitrile

3: 65 percent / TiCl₄ / CH₂Cl₂ / 3 h / Heating

With titanium tetrachloride; triethylamine; sodium iodide; In dichloromethane; acetonitrile; 1: Mukaiyama reaction / 3: Mukaiyama reaction;

DOI:10.1016/S0968-0896(03)00332-8

upstream raw materials:

1-trimethylsilyloxy-2-(p-cyanobenzylidene)-3,3,5,5-tetramethyl-cyclohexene

3,3,5,5-tetramethylcyclohexanone

1-Trimethylsilyloxy-3,3,5,5-tetramethylcyclohexene