3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-3-methyl-1-cyclohexenyl trimethylsilyl ether

Base Information

• Chemical Name: 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-3-methyl-1-cyclohexenyl trimethylsilyl ether
• CAS No.: 502851-07-2
• Molecular Formula: C₂₆H₄₄OSi
• Molecular Weight: 400.72
• Mol file: 502851-07-2.mol

Synonyms:3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-3-methyl-1-cyclohexenyl trimethylsilyl ether

Chemical Property of 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-3-methyl-1-cyclohexenyl trimethylsilyl ether

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-3-methyl-1-cyclohexenyl trimethylsilyl ether

There total 7 articles about 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-3-methyl-1-cyclohexenyl trimethylsilyl ether 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: 84.0%

chloro-trimethyl-silane (75-77-4) + methyllithium (917-54-4) + 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-2-cyclohexen-1-one (502851-06-1) → 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-3-methyl-1-cyclohexenyl trimethylsilyl ether (502851-07-2)

Guidance literature:

methyllithium; With copper(l) iodide; In tetrahydrofuran; diethyl ether; Cooling;

chloro-trimethyl-silane; 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-2-cyclohexen-1-one; In tetrahydrofuran; diethyl ether; at -78 ℃; for 2h;

DOI:10.1055/s-2004-815956

Reference yield: 84.0%

tert-butyldimethylsilyl chloride (18162-48-6) + 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-2-cyclohexen-1-one (502851-06-1) → 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-3-methyl-1-cyclohexenyl trimethylsilyl ether (502851-07-2)

Guidance literature:

In tetrahydrofuran;

DOI:10.1016/S0040-4039(02)02491-7

Reference yield:

(S)-1-(bromomethyl)-4-(prop-1-en-2-yl)cyclohex-1-ene (83059-12-5) → 3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-3-methyl-1-cyclohexenyl trimethylsilyl ether (502851-07-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: NaH / tetrahydrofuran / 0.25 h / 20 °C

1.2: tetrahydrofuran / 10 h / 20 °C

2.1: 19.9 g / Ba(OH)2*H₂O / aq. ethanol / 19 h / Heating

3.1: 93 percent / LiAlH₄ / diethyl ether / 1 h / 0 °C

4.1: PBr₃; sym-collidine; LiBr / diethyl ether / 10 h / -78 - 20 °C

4.2: 73 percent / ZnBr₂ / diethyl ether / 15 h / -78 - 0 °C

5.1: 92 percent / NaI / acetone / 2.5 h / Heating

6.1: 2,2'-bipyridine; t-BuLi / tetrahydrofuran; pentane / 1.5 h / -78 °C

6.2: 64 percent / tetrahydrofuran; pentane / 1 h / -78 °C

7.1: CuI / tetrahydrofuran; diethyl ether / Cooling

7.2: 84 percent / tetrahydrofuran; diethyl ether / 2 h / -78 °C

With 2,4,6-trimethyl-pyridine; [2,2]bipyridinyl; barium dihydroxide; copper(l) iodide; lithium aluminium tetrahydride; tert.-butyl lithium; phosphorus tribromide; sodium hydride; sodium iodide; lithium bromide; In tetrahydrofuran; diethyl ether; ethanol; acetone; pentane; 5.1: Finkelstein reaction;

DOI:10.1055/s-2004-815956

upstream raw materials:

tert-butyldimethylsilyl chloride

3-[(E)-6-(4-isopropenyl-1-cyclohexenyl)-3-methyl-3-hexenyl]-2-cyclohexen-1-one

chloro-trimethyl-silane

methyllithium