tert-butyl-[5,5-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane

Base Information

• Chemical Name: tert-butyl-[5,5-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane
• CAS No.: 439868-86-7
• Molecular Formula: C₁₉H₃₆OSi
• Molecular Weight: 308.58
• Mol file: 439868-86-7.mol

Synonyms:tert-butyl-[5,5-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane

Chemical Property of tert-butyl-[5,5-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of tert-butyl-[5,5-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane

There total 5 articles about tert-butyl-[5,5-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane 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:

tert-butyldimethylsilyl chloride (18162-48-6) + 3,3-dimethyl-4-(3-methylbut-2-en-1-yl)cyclohexan-1-one (439868-85-6) → tert-butyl-[3,3-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane + tert-butyl-[5,5-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane (439868-86-7)

Guidance literature:

With triethylamine; sodium iodide; In acetonitrile; Overall yield = 95 %; Heating;

DOI:10.1055/s-0037-1610187

Reference yield:

1,3-cylohexanedione (504-02-9) → tert-butyl-[3,3-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane + tert-butyl-[5,5-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane (439868-86-7)

Guidance literature:

Multi-step reaction with 5 steps

1.1: toluene-4-sulfonic acid / toluene / 110 °C / Dean-Stark

2.1: lithium diisopropyl amide / tetrahydrofuran / 1 h / -78 - -10 °C / Inert atmosphere

2.2: 3 h / -78 - 20 °C / Inert atmosphere

3.1: tetrahydrofuran; diethyl ether / 0.5 h / Inert atmosphere; Cooling

4.1: copper(l) iodide / diethyl ether / 0.5 h / -10 °C / Inert atmosphere

4.2: 0.25 h / -10 °C / Inert atmosphere

5.1: triethylamine; sodium iodide / acetonitrile / Heating

With copper(l) iodide; toluene-4-sulfonic acid; triethylamine; sodium iodide; lithium diisopropyl amide; In tetrahydrofuran; diethyl ether; toluene; acetonitrile;

DOI:10.1055/s-0037-1610187

Reference yield:

3-isobutoxy-6-(3-methylbut-2-en-1-yl)cyclohex-2-en-1-one (58775-56-7) → tert-butyl-[3,3-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane + tert-butyl-[5,5-dimethyl-4-(3-methyl-but-2-enyl)-cyclohex-1-enyloxy]-dimethyl-silane (439868-86-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: tetrahydrofuran; diethyl ether / 0.5 h / Inert atmosphere; Cooling

2.1: copper(l) iodide / diethyl ether / 0.5 h / -10 °C / Inert atmosphere

2.2: 0.25 h / -10 °C / Inert atmosphere

3.1: triethylamine; sodium iodide / acetonitrile / Heating

With copper(l) iodide; triethylamine; sodium iodide; In tetrahydrofuran; diethyl ether; acetonitrile;

DOI:10.1055/s-0037-1610187

upstream raw materials:

tert-butyldimethylsilyl chloride

3,3-dimethyl-4-(3-methylbut-2-en-1-yl)cyclohexan-1-one

1,3-cylohexanedione

3-isobutoxycyclohex-2-en-1-one