[2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetic acid

Base Information

• Chemical Name: [2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetic acid
• CAS No.: 76999-42-3
• Molecular Formula: C₁₆H₂₈O₂Si
• Molecular Weight: 280.483
• Mol file: 76999-42-3.mol

Synonyms:[2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetic acid

Chemical Property of [2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of [2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetic acid

There total 5 articles about [2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetic acid 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: 98.0%

[2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetaldehyde (76999-41-2) → [2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetic acid (76999-42-3)

Guidance literature:

With jones reagent; In acetone; 1.) 0 deg C, 2.5 h, 2.) room temp. 6 h;

DOI:10.1021/jo00324a041

Reference yield:

2-methyldimedone isobutyl ether (76999-35-4) → [2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetic acid (76999-42-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; -33 deg C, 50min, 2.) from -78 deg C to room temp., 4.5 h

2: 99 percent / lithium aluminium hydride / diethyl ether / 4 h / 0 °C

3: 1) Hg(OAc)2 / 1) reflux, overnight, 2a) 187 deg C, 5.75 h, b) 200 deg C, 30 min

4: 98 percent / Jones reagent / acetone / 1.) 0 deg C, 2.5 h, 2.) room temp. 6 h

With lithium aluminium tetrahydride; n-butyllithium; jones reagent; mercury(II) diacetate; In diethyl ether; acetone;

DOI:10.1021/jo00324a041

Reference yield:

tributyl[(E)-2-trimethylsilylethenyl]stannane (58207-97-9) → [2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetic acid (76999-42-3)

Guidance literature:

Multi-step reaction with 4 steps

1: 1.) n-BuLi / 1.) THF, -78 deg C, 50 min; -33 deg C, 50min, 2.) from -78 deg C to room temp., 4.5 h

2: 99 percent / lithium aluminium hydride / diethyl ether / 4 h / 0 °C

3: 1) Hg(OAc)2 / 1) reflux, overnight, 2a) 187 deg C, 5.75 h, b) 200 deg C, 30 min

4: 98 percent / Jones reagent / acetone / 1.) 0 deg C, 2.5 h, 2.) room temp. 6 h

With lithium aluminium tetrahydride; n-butyllithium; jones reagent; mercury(II) diacetate; In diethyl ether; acetone;

DOI:10.1021/jo00324a041

upstream raw materials:

[2,5,5-Trimethyl-1-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enyl]-acetaldehyde

2-methyldimedone isobutyl ether

tributyl[(E)-2-trimethylsilylethenyl]stannane

2,5,5-Trimethyl-3-((E)-2-trimethylsilanyl-vinyl)-cyclohex-2-enone