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

Base Information

• Chemical Name: 1-trimethylsilyloxy-2-(p-cyanobenzylidene)-3,3,5,5-tetramethyl-cyclohexene
• CAS No.: 636589-44-1
• Molecular Formula: C₂₁H₂₉NOSi
• Molecular Weight: 339.553

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

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

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

There total 3 articles about 1-trimethylsilyloxy-2-(p-cyanobenzylidene)-3,3,5,5-tetramethyl-cyclohexene 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:

3,3,5,5-tetramethylcyclohexanone (14376-79-5) → 1-trimethylsilyloxy-2-(p-cyanobenzylidene)-3,3,5,5-tetramethyl-cyclohexene (636589-44-1)

Guidance literature:

Multi-step reaction with 3 steps

1: Et₃N; NaI / acetonitrile

2: 180 mg / TiCl₄ / CH₂Cl₂ / 20 °C

3: Et₃N; NaI / acetonitrile

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

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

Reference yield:

1-Trimethylsilyloxy-3,3,5,5-tetramethylcyclohexene (143586-27-0) → 1-trimethylsilyloxy-2-(p-cyanobenzylidene)-3,3,5,5-tetramethyl-cyclohexene (636589-44-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 180 mg / TiCl₄ / CH₂Cl₂ / 20 °C

2: Et₃N; NaI / acetonitrile

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

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

Reference yield:

chloro-trimethyl-silane (75-77-4) + 2-[(Z)-p-cyanobenzylidene]-3,3,5,5-tetramethylcyclohexanone (636589-43-0) → 1-trimethylsilyloxy-2-(p-cyanobenzylidene)-3,3,5,5-tetramethyl-cyclohexene (636589-44-1)

Guidance literature:

With triethylamine; sodium iodide; In acetonitrile;

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

upstream raw materials:

chloro-trimethyl-silane

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

3,3,5,5-tetramethylcyclohexanone

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

Downstream raw materials:

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

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

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