ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate

Base Information

• Chemical Name: ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate
• CAS No.: 678149-60-5
• Molecular Formula: C₁₇H₂₄O₄
• Molecular Weight: 292.375
• Mol file: 678149-60-5.mol

Synonyms:ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate

Chemical Property of ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate

There total 3 articles about ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate 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: 78.0%

Triethyl orthoacetate (78-39-7) + 3-(2,5-dimethoxy-4-methylphenyl)but-2-enol (678149-54-7) → ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate (678149-60-5)

Guidance literature:

With propionic acid; at 180 ℃; for 48h;

DOI:10.1016/j.tetlet.2005.12.071

Reference yield:

1-(2,5-Dimethoxy-4-methyl-phenyl)-ethanone (13720-58-6) → ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate (678149-60-5)

Guidance literature:

Multi-step reaction with 3 steps

1: 100 percent / NaH / tetrahydrofuran / 8 h / 20 °C

2: 95 percent / lithium aluminum hydride / diethyl ether / 1 h / -50 °C

3: 78 percent / propionic acid / 48 h / 180 °C

With lithium aluminium tetrahydride; sodium hydride; propionic acid; In tetrahydrofuran; diethyl ether; 1: Horner-Wadsworth-Emmons reaction / 3: Johnson-Claisen rearrangement;

DOI:10.1016/j.tetlet.2005.12.071

Reference yield:

Ethyl (2E)-3-(2,5-dimethoxy-4-methylphenyl)but-2-enoate (323195-85-3) → ethyl 3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enoate (678149-60-5)

Guidance literature:

Multi-step reaction with 2 steps

1: 95 percent / lithium aluminum hydride / diethyl ether / 1 h / -50 °C

2: 78 percent / propionic acid / 48 h / 180 °C

With lithium aluminium tetrahydride; propionic acid; In diethyl ether; 2: Johnson-Claisen rearrangement;

DOI:10.1016/j.tetlet.2005.12.071

upstream raw materials:

Triethyl orthoacetate

3-(2,5-dimethoxy-4-methylphenyl)but-2-enol

1-(2,5-Dimethoxy-4-methyl-phenyl)-ethanone

Ethyl (2E)-3-(2,5-dimethoxy-4-methylphenyl)but-2-enoate

Downstream raw materials:

2-allyl-3-(2,5-dimethoxy-4-methyl-phenyl)-3-methyl-pent-4-enoic acid ethyl ester

3-methyl-3-(2,5-dimethoxy-4-methylphenyl)-pent-4-enol

(+/-)-lagopodin A

4-(2,5-dimethoxy-4-methylphenyl)-4,3,3-trimethylcyclopentanone