3,3-dimethyl-2-methylenecyclohexanone

Base Information

• Chemical Name: 3,3-dimethyl-2-methylenecyclohexanone
• CAS No.: 134312-41-7
• Molecular Formula: C₉H₁₄O
• Molecular Weight: 138.21
• Mol file: 134312-41-7.mol

Synonyms:3,3-dimethyl-2-methylenecyclohexanone

Chemical Property of 3,3-dimethyl-2-methylenecyclohexanone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 3,3-dimethyl-2-methylenecyclohexanone

There total 8 articles about 3,3-dimethyl-2-methylenecyclohexanone 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: 79.0%

2-(hydroxymethyl)-3,3-dimethylcyclohexan-1-one (99182-73-7) + methanesulfonyl chloride (124-63-0) → 3,3-dimethyl-2-methylenecyclohexanone (134312-41-7)

Guidance literature:

2-(hydroxymethyl)-3,3-dimethylcyclohexan-1-one; methanesulfonyl chloride; With dmap; triethylamine; In dichloromethane; at 0 ℃; for 1h;

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In dichloromethane; for 12h;

DOI:10.1021/acs.orglett.1c02599

Reference yield:

Toluene-4-sulfonic acid 2,2-dimethyl-6-oxo-cyclohexylmethyl ester (134312-48-4) → 3,3-dimethyl-2-methylenecyclohexanone (134312-41-7)

Guidance literature:

With 1,8-diazabicyclo[5.4.0]undec-7-ene; In benzene; for 2h; Yield given;

DOI:10.1021/jo00014a032

Reference yield:

methyl 2,2-dimethyl-6-oxocyclohexanecarboxylate (71135-95-0) → 3,3-dimethyl-2-methylenecyclohexanone (134312-41-7)

Guidance literature:

Multi-step reaction with 4 steps

1: 77 percent / LiAlH₄ / diethyl ether / 1 h

2: 78 percent / pyridine / 120 h

3: Jones reagent / acetone / 0.5 h / Ambient temperature

4: 1,8-diazabicyclo<5.4.0>undec-7-ene / benzene / 2 h

With pyridine; lithium aluminium tetrahydride; jones reagent; 1,8-diazabicyclo[5.4.0]undec-7-ene; In diethyl ether; acetone; benzene;

DOI:10.1021/jo00014a032

upstream raw materials:

2-(hydroxymethyl)-3,3-dimethylcyclohexan-1-one

Toluene-4-sulfonic acid 2,2-dimethyl-6-oxo-cyclohexylmethyl ester

methyl 2,2-dimethyl-6-oxocyclohexanecarboxylate

2-hydroxy-6,6-dimethylcyclohexanemethanol

Downstream raw materials:

3,3-dimethyl-2-methylenecyclohexanol

3-bromo-2-[3-(6,6-dimethyl-cyclohex-1-enyl)-1-methyl-propyl]-5-methoxy-benzofuran

1-(3-bromo-5-methoxy-benzofuran-2-yl)-3-(6,6-dimethyl-cyclohex-1-enyl)-propan-1-one

3-bromo-5-methoxy-benzofuran-2-carboxylic acid 3,3-dimethyl-2-methylene-cyclohexyl ester