1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-one

Base Information

Chemical Name:1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-one
CAS No.:915378-46-0
Molecular Formula:C₁₇H₂₆OSi₂
Molecular Weight:302.564
Hs Code.:

Synonyms:1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-one

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Chemical Property of 1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-one

Chemical Property:

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Technology Process of 1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-one

There total 4 articles about 1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-one 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: 60.0%

: 915378-45-9
1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-ol

: 915378-46-0
1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-one

Guidance literature:: With manganese(IV) oxide; In dichloromethane; for 12h;
DOI:10.1021/jo061088n

Reference yield:

: 38127-47-8
2-bromocyclohex-1-ene-1-carbaldehyde

: 915378-46-0
1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-one

Guidance literature:: Multi-step reaction with 3 steps

1.1: 64 percent / copper(I) iodide; triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 3 h / 0 - 20 °C

2.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

2.2: 87 percent / tetrahydrofuran; hexane / -78 °C

3.1: 60 percent / manganese(IV) oxide / CH₂Cl₂ / 12 h

With manganese(IV) oxide; copper(l) iodide; n-butyllithium; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; 1.1: Sonogashira cross-coupling;
DOI:10.1021/jo061088n

Reference yield:

: 108-94-1,11119-77-0,9003-41-2,9075-99-4
cyclohexanone

: 915378-46-0
1-(2-trimethylsilylethynylcyclohex-1-enyl)-3-trimethylsilylpropyn-1-one

Guidance literature:: Multi-step reaction with 4 steps

1.1: phosphorus tribromide / CH₂Cl₂ / 1 h / 0 °C

1.2: 52 percent / CH₂Cl₂ / 24 h / 25 °C

2.1: 64 percent / copper(I) iodide; triethylamine / tetrakis(triphenylphosphine)palladium⁽⁰⁾ / tetrahydrofuran / 3 h / 0 - 20 °C

3.1: n-butyllithium / tetrahydrofuran; hexane / 0.33 h / -78 °C

3.2: 87 percent / tetrahydrofuran; hexane / -78 °C

4.1: 60 percent / manganese(IV) oxide / CH₂Cl₂ / 12 h

With manganese(IV) oxide; copper(l) iodide; n-butyllithium; phosphorus tribromide; triethylamine; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In tetrahydrofuran; hexane; dichloromethane; 1.1: Vilsmier-Haack reaction / 2.1: Sonogashira cross-coupling;
DOI:10.1021/jo061088n