4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enone

Base Information

• Chemical Name: 4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enone
• CAS No.: 369362-38-9
• Molecular Formula: C₁₅H₁₈O₃
• Molecular Weight: 246.306
• Mol file: 369362-38-9.mol

Synonyms:4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enone

Chemical Property of 4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enone

There total 17 articles about 4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enone 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: 92.0%

2-(2,3-dimethoxy-5-methyl-phenyl)-2-methyl-4-oxo-pentanal (369362-37-8) → 4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enone (369362-38-9)

Guidance literature:

With potassium hydroxide; In tetrahydrofuran; methanol; at 20 ℃; for 5h;

DOI:10.1016/S0040-4039(01)01109-1

Reference yield: 90.0%

4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enol (433732-77-5) → 4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enone (369362-38-9)

Guidance literature:

With sodium acetate; pyridinium chlorochromate; In dichloromethane; at 20 ℃; for 0.5h;

DOI:10.1055/s-2002-19750

Reference yield:

2-Methoxy-4-methylphenol (93-51-6) → 4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enone (369362-38-9)

Guidance literature:

Multi-step reaction with 10 steps

1.1: 92 percent / K₂CO₃ / acetone / 8 h / Heating

2.1: 67 percent / 15 h / 180 °C

3.1: 87 percent / 10 percent aq. NaOH

4.1: O₃/O₂ / CH₂Cl₂; methanol / -70 °C

4.2: Me₂S / 3 h / 20 °C

5.1: Jones reagent / acetone / 1 h / 0 - 20 °C

5.2: H₂SO₄ / 6 h

6.1: 88 percent / LDA / tetrahydrofuran / 4 h / -70 - 20 °C

7.1: 74 percent / LDA; HMPA / tetrahydrofuran / 4 h / -70 - 20 °C

8.1: LiAlH₄ / diethyl ether / 1.5 h

8.2: 87 percent / PCC / CH₂Cl₂ / 2 h / 20 °C

9.1: 77 percent / CuCl; O₂ / PdCl₂ / dimethylformamide; H₂O / 16 h / 20 °C

10.1: 92 percent / KOH / methanol; tetrahydrofuran / 5 h / 20 °C

With N,N,N,N,N,N-hexamethylphosphoric triamide; potassium hydroxide; sodium hydroxide; lithium aluminium tetrahydride; jones reagent; oxygen; potassium carbonate; ozone; copper(l) chloride; lithium diisopropyl amide; palladium dichloride; In tetrahydrofuran; methanol; diethyl ether; dichloromethane; water; N,N-dimethyl-formamide; acetone; 2.1: Claisen rearrangement / 9.1: Wacker oxidation;

DOI:10.1016/S0040-4039(01)01109-1

upstream raw materials:

2-(2,3-dimethoxy-5-methyl-phenyl)-2-methyl-4-oxo-pentanal

4-(2,3-dimethoxy-5-methyl-phenyl)-4-methyl-cyclopent-2-enol

(E)-3-(2,3-Dimethoxy-5-methyl-phenyl)-but-2-en-1-ol

3-(2,3-dimethoxy-5-methyl-phenyl)-3-methyl-pent-4-enal