(6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enyloxy)trimethylsilane

Base Information

• Chemical Name: (6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enyloxy)trimethylsilane
• CAS No.: 1309458-28-3
• Molecular Formula: C₁₆H₂₂O₃Si
• Molecular Weight: 290.434
• Mol file: 1309458-28-3.mol

Synonyms:(6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enyloxy)trimethylsilane

Chemical Property of (6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enyloxy)trimethylsilane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enyloxy)trimethylsilane

There total 6 articles about (6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enyloxy)trimethylsilane 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: 94.0%

chloro-trimethyl-silane (75-77-4) + 2-(3',4'-methylenedioxyphenyl)cyclohexanone (63765-11-7) → (6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enyloxy)trimethylsilane (1309458-28-3)

Guidance literature:

2-(3',4'-methylenedioxyphenyl)cyclohexanone; With n-butyllithium; N-ethyl-N,N-diisopropylamine; In tetrahydrofuran; at -78 ℃; for 0.5h; Inert atmosphere;

chloro-trimethyl-silane; With triethylamine; In tetrahydrofuran; at -78 - 20 ℃; Inert atmosphere;

DOI:10.1002/anie.201007135

Reference yield:

trimethylsilyl trifluoromethanesulfonate (27607-77-8) + 2-(3',4'-methylenedioxyphenyl)cyclohexanone (63765-11-7) → (6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enyloxy)trimethylsilane (1309458-28-3)

Guidance literature:

With triethylamine; In dichloromethane; at 0 ℃; for 0.5h;

DOI:10.1021/acsmedchemlett.7b00116

Reference yield:

cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → (6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enyloxy)trimethylsilane (1309458-28-3)

Guidance literature:

Multi-step reaction with 2 steps

1: tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; sodium t-butanolate / tetrahydrofuran / 50 °C

2: triethylamine / dichloromethane / 0.5 h / 0 °C

With tris-(dibenzylideneacetone)dipalladium⁽⁰⁾; 2,2'-bis-(diphenylphosphino)-1,1'-binaphthyl; triethylamine; sodium t-butanolate; In tetrahydrofuran; dichloromethane;

DOI:10.1021/acsmedchemlett.7b00116

upstream raw materials:

chloro-trimethyl-silane

2-(3',4'-methylenedioxyphenyl)cyclohexanone

1,2-(methylenedioxy)-4-bromobenzene

cyclohexenone

Downstream raw materials:

6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enol

5-(cyclohexa-2,4-dienyl)benzo[d][1,3]dioxole

6-(benzo[d][1,3]dioxol-5-yl)cyclohex-1-enone