5,5-dimethyl-3-<(3-methyl-2-cyclohexenyl)methoxy>-2-cyclohexenone

Base Information

• Chemical Name: 5,5-dimethyl-3-<(3-methyl-2-cyclohexenyl)methoxy>-2-cyclohexenone
• CAS No.: 80729-08-4
• Molecular Formula: C₁₆H₂₄O₂
• Molecular Weight: 248.365
• Mol file: 80729-08-4.mol

Synonyms:5,5-dimethyl-3-<(3-methyl-2-cyclohexenyl)methoxy>-2-cyclohexenone

Chemical Property of 5,5-dimethyl-3-<(3-methyl-2-cyclohexenyl)methoxy>-2-cyclohexenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 5,5-dimethyl-3-<(3-methyl-2-cyclohexenyl)methoxy>-2-cyclohexenone

There total 3 articles about 5,5-dimethyl-3-<(3-methyl-2-cyclohexenyl)methoxy>-2-cyclohexenone 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: 58.0%

dimedone (126-81-8) + 3-methylcyclohex-2-en-1-ylmethanol (80729-05-1) → 5,5-dimethyl-3-<(3-methyl-2-cyclohexenyl)methoxy>-2-cyclohexenone (80729-08-4)

Guidance literature:

With toluene-4-sulfonic acid; In toluene; for 43.5h; Heating;

DOI:10.1246/bcsj.54.3492

Reference yield:

3-methyl-cyclohex-2-enecarboxylic acid ethyl ester (80729-06-2) → 5,5-dimethyl-3-<(3-methyl-2-cyclohexenyl)methoxy>-2-cyclohexenone (80729-08-4)

Guidance literature:

Multi-step reaction with 2 steps

1: LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

2: 58 percent / p-toluenesulfonic acid / toluene / 43.5 h / Heating

With lithium aluminium tetrahydride; toluene-4-sulfonic acid; In tetrahydrofuran; toluene;

DOI:10.1246/bcsj.54.3492

Reference yield:

8-bromo-cis-5-methyl-6-oxabicyclo<3.2.1>octan-7-one (80729-03-9) → 5,5-dimethyl-3-<(3-methyl-2-cyclohexenyl)methoxy>-2-cyclohexenone (80729-08-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 1.) HCl, 2.) zinc powder, acetic acid / 1.) EtOH, reflux, 2 d, 2.) reflux

2: LiAlH₄ / tetrahydrofuran / 0.5 h / Ambient temperature

3: 58 percent / p-toluenesulfonic acid / toluene / 43.5 h / Heating

With hydrogenchloride; lithium aluminium tetrahydride; toluene-4-sulfonic acid; acetic acid; zinc; In tetrahydrofuran; toluene;

DOI:10.1246/bcsj.54.3492

upstream raw materials:

dimedone

3-methylcyclohex-2-en-1-ylmethanol

3-methyl-cyclohex-2-enecarboxylic acid ethyl ester

8-bromo-cis-5-methyl-6-oxabicyclo<3.2.1>octan-7-one

Refernces