3-methyl-1-[6-methyl-6-(2-oxo-propyl)-cyclohex-1-enyl]-butan-1-one

Base Information

• Chemical Name: 3-methyl-1-[6-methyl-6-(2-oxo-propyl)-cyclohex-1-enyl]-butan-1-one
• CAS No.: 872341-31-6
• Molecular Formula: C₁₅H₂₄O₂
• Molecular Weight: 236.354
• Mol file: 872341-31-6.mol

Synonyms:3-methyl-1-[6-methyl-6-(2-oxo-propyl)-cyclohex-1-enyl]-butan-1-one

Chemical Property of 3-methyl-1-[6-methyl-6-(2-oxo-propyl)-cyclohex-1-enyl]-butan-1-one

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3-methyl-1-[6-methyl-6-(2-oxo-propyl)-cyclohex-1-enyl]-butan-1-one

There total 7 articles about 3-methyl-1-[6-methyl-6-(2-oxo-propyl)-cyclohex-1-enyl]-butan-1-one 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%

4,12-dimethyl-trideca-3,8-diene-2,10-dione (872341-29-2) → 2-isopropyl-3,4a-dimethyl-4a,5,6,7-tetrahydro-4H-naphthalen-1-one + 3-methyl-1-[6-methyl-6-(2-oxo-propyl)-cyclohex-1-enyl]-butan-1-one (872341-31-6)

Guidance literature:

With trimethylphosphane; In tert-Amyl alcohol; at 80 ℃; for 23h;

DOI:10.1021/ja054085l

Reference yield:

tert-butyl-(6-iodo-5-methyl-hex-5-enyloxy)-dimethyl-silane (335455-14-6) → 3-methyl-1-[6-methyl-6-(2-oxo-propyl)-cyclohex-1-enyl]-butan-1-one (872341-31-6)

Guidance literature:

Multi-step reaction with 5 steps

1.1: n-BuLi / diethyl ether; hexane / 0.33 h / -78 °C

1.2: 73 percent / diethyl ether; hexane / -78 - 20 °C

2.1: 81 percent / TBAF / tetrahydrofuran / 5 h / 20 °C

3.1: 68 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / -78 - 20 °C

4.1: NaH / tetrahydrofuran / 0.17 h

4.2: 74 percent / tetrahydrofuran / 0.08 h

5.1: 8 percent / PMe₃ / 2-methyl-butan-2-ol / 23 h / 80 °C

With n-butyllithium; oxalyl dichloride; tetrabutyl ammonium fluoride; sodium hydride; dimethyl sulfoxide; triethylamine; trimethylphosphane; In tetrahydrofuran; tert-Amyl alcohol; diethyl ether; hexane; dichloromethane; 3.1: Swern oxidation;

DOI:10.1021/ja054085l

Reference yield:

5-methyl-oct-5-en-1,7-diol (872341-35-0) → 3-methyl-1-[6-methyl-6-(2-oxo-propyl)-cyclohex-1-enyl]-butan-1-one (872341-31-6)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68 percent / oxalyl chloride; Et₃N; DMSO / CH₂Cl₂ / -78 - 20 °C

2.1: NaH / tetrahydrofuran / 0.17 h

2.2: 74 percent / tetrahydrofuran / 0.08 h

3.1: 8 percent / PMe₃ / 2-methyl-butan-2-ol / 23 h / 80 °C

With oxalyl dichloride; sodium hydride; dimethyl sulfoxide; triethylamine; trimethylphosphane; In tetrahydrofuran; tert-Amyl alcohol; dichloromethane; 1.1: Swern oxidation;

DOI:10.1021/ja054085l

upstream raw materials:

4,12-dimethyl-trideca-3,8-diene-2,10-dione

tert-butyl-(6-iodo-5-methyl-hex-5-enyloxy)-dimethyl-silane

5-methyl-oct-5-en-1,7-diol

8-(tert-butyl-dimethyl-silanyloxy)-4-methyl-oct-3-en-2-ol