(R)-4,5-dimethyl-4-p-tolylcyclopentenone

Base Information

• Chemical Name: (R)-4,5-dimethyl-4-p-tolylcyclopentenone
• CAS No.: 169305-53-7
• Molecular Formula: C₁₄H₁₆O
• Molecular Weight: 200.28
• Mol file: 169305-53-7.mol

Synonyms:(R)-4,5-dimethyl-4-p-tolylcyclopentenone

Chemical Property of (R)-4,5-dimethyl-4-p-tolylcyclopentenone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (R)-4,5-dimethyl-4-p-tolylcyclopentenone

There total 3 articles about (R)-4,5-dimethyl-4-p-tolylcyclopentenone 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: 99.0%

(R)-4,5-dimethyl-4-p-tolylcyclopentenol → (R)-4,5-dimethyl-4-p-tolylcyclopentenone (169305-53-7)

Guidance literature:

With jones reagent; In acetone;

DOI:10.1021/jo00125a042

Reference yield:

(R)-4,5-dimethyl-4-p-tolylcyclopentenone → (R)-4,5-dimethyl-4-p-tolylcyclopentenone (169305-53-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 33 percent / NaBH₄, CeCl₃*7H₂O / methanol / 0.17 h

2: 99 percent / Jones reagent / acetone

With sodium tetrahydroborate; jones reagent; cerium(III) chloride; In methanol; acetone;

DOI:10.1021/jo00125a042

Reference yield:

(S)-(-)-4-methyl-4-(4-methylphenyl)cyclopent-2-enone (123930-76-7) + methyl iodide (74-88-4) → (S)-4,5,5-trimethyl-4-(4-methylphenyl)-2-cyclopentenone (123930-77-8) + (R)-4,5-dimethyl-4-p-tolylcyclopentenone + (R)-4,5-dimethyl-4-p-tolylcyclopentenone (169305-53-7)

Guidance literature:

With 1,3-dimethyl-3,4,5,6-tetrahydro-2(1H)-pyrimidinone; n-butyllithium; diisopropylamine; In tetrahydrofuran; hexane; Yield given. Yields of byproduct given. Title compound not separated from byproducts; 1.) 0 deg C, 30 min, 2.) -70 deg C, 3 h;

DOI:10.1021/jo00125a042

upstream raw materials:

(S)-(-)-4-methyl-4-(4-methylphenyl)cyclopent-2-enone

methyl iodide

Downstream raw materials:

(+)-laurene