(E)-4-(3,5-dimethoxyphenyl)-3-(ethoxycarbonyl)but-3-enoic acid

Base Information

• Chemical Name: (E)-4-(3,5-dimethoxyphenyl)-3-(ethoxycarbonyl)but-3-enoic acid
• CAS No.: 607356-91-2
• Molecular Formula: C₁₅H₁₈O₆
• Molecular Weight: 294.304
• Mol file: 607356-91-2.mol

Synonyms:(E)-4-(3,5-dimethoxyphenyl)-3-(ethoxycarbonyl)but-3-enoic acid

Chemical Property of (E)-4-(3,5-dimethoxyphenyl)-3-(ethoxycarbonyl)but-3-enoic acid

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (E)-4-(3,5-dimethoxyphenyl)-3-(ethoxycarbonyl)but-3-enoic acid

There total 3 articles about (E)-4-(3,5-dimethoxyphenyl)-3-(ethoxycarbonyl)but-3-enoic acid 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: 97.0%

3,5-dimethoxybenzaldehdye (7311-34-4) + succinic acid diethyl ester (123-25-1) → (E)-4-(3,5-dimethoxyphenyl)-3-(ethoxycarbonyl)but-3-enoic acid (607356-91-2)

Guidance literature:

With ethanol; sodium hydride; In toluene; mineral oil; at 0 - 20 ℃; Inert atmosphere;

DOI:10.1002/bkcs.10908

Reference yield:

C19H26O6 → (E)-4-(3,5-dimethoxyphenyl)-3-(ethoxycarbonyl)but-3-enoic acid (607356-91-2)

Guidance literature:

With trifluoroacetic acid; In dichloromethane; for 10h;

DOI:10.1055/s-0031-1290429

Reference yield:

3,5-dimethoxybenzaldehdye (7311-34-4) + 4-tert-butyl 1-ethyl 2-(diethoxyphosphoryl)succinate (77924-28-8) → (E)-4-(3,5-dimethoxyphenyl)-3-(ethoxycarbonyl)but-3-enoic acid (607356-91-2)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydride / tetrahydrofuran / 3 h / 0 °C

2: trifluoroacetic acid / dichloromethane / 10 h

With sodium hydride; trifluoroacetic acid; In tetrahydrofuran; dichloromethane; 1: Horner-Wadsworth-Emmons reaction;

DOI:10.1055/s-0031-1290429

upstream raw materials:

3,5-dimethoxybenzaldehdye

4-tert-butyl 1-ethyl 2-(diethoxyphosphoryl)succinate

succinic acid diethyl ester

Downstream raw materials:

4-hydroxy-5,7-dimethoxy-[2]naphthoic acid ethyl ester

ethyl 4-acetoxy-5,7-dimethoxy-2-naphthoate