(3E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)but-3-enoic acid

Base Information

• Chemical Name: (3E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)but-3-enoic acid
• CAS No.: 86017-93-8
• Molecular Formula: C₁₃H₁₄O₅
• Molecular Weight: 250.251
• European Community (EC) Number: 807-216-1
• Nikkaji Number: J1.859.503F
• Mol file: 86017-93-8.mol

Synonyms:86017-93-8;(3E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)but-3-enoic acid;(E)-3-methoxycarbonyl-4-(4-methoxyphenyl)but-3-enoic acid;(3E)-4-(4-methoxyphenyl)-3-(methyl carboxy)but-3-enoic acid;SCHEMBL7934147;JCZVRPGUXODGAO-JXMROGBWSA-N;(3E)-3-(Methoxycarbonyl)-4-(4-methoxyphenyl)-but-3-enoic acid;STK695543;AKOS005606530;KH-0704;(3E)-4-(4-methoxyphenyl)-3-(methylcarboxy)but-3-enoicacid;(E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-3-butenoic acid

Chemical Property of (3E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)but-3-enoic acid

Chemical Property:

• XLogP3: 1.6
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 6
• Exact Mass: 250.08412354
• Heavy Atom Count: 18
• Complexity: 326

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: COC1=CC=C(C=C1)C=C(CC(=O)O)C(=O)OC
• Isomeric SMILES: COC1=CC=C(C=C1)/C=C(\CC(=O)O)/C(=O)OC

Technology Process of (3E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)but-3-enoic acid

There total 5 articles about (3E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)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: 83.0%

((E)-4-methoxy-benzylidene)-succinic acid-anhydride (15822-93-2) + methanol (67-56-1) → (E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-3-butenoic acid (86017-93-8)

Guidance literature:

for 3h; Heating;

Reference yield: 73.0%

4-methoxy-benzaldehyde (123-11-5) + Dimethyl succinate (106-65-0) → (E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-3-butenoic acid (86017-93-8)

Guidance literature:

With potassium tert-butylate; In tert-butyl alcohol; at 100 ℃; for 1h; Inert atmosphere; Reflux;

DOI:10.1055/s-0030-1260002

Reference yield:

2-[1-(4-Methoxy-phenyl)-meth-(E)-ylidene]-succinic acid diethyl ester (74531-21-8) → (E)-3-(methoxycarbonyl)-4-(4-methoxyphenyl)-3-butenoic acid (86017-93-8)

Guidance literature:

Multi-step reaction with 3 steps

1: 63 percent / 15percent KOH / ethanol / 3 h / Heating

2: 83 percent / CH₃COCl / 3 h / Heating

3: 83 percent / 3 h / Heating

With potassium hydroxide; acetyl chloride; In ethanol;

upstream raw materials:

4-methoxy-benzaldehyde

Dimethyl succinate

((E)-4-methoxy-benzylidene)-succinic acid-anhydride

methanol

Downstream raw materials:

((E)-4-methoxy-benzylidene)-succinic acid

(+/-)-2-(4-methoxybenzyl)succinic acid 1-methyl ester

4-acetoxy-6-methoxy-[2]naphthoic acid methyl ester

dimethyl (E)-2-<(4-methoxyphenyl)methylene>butanedioate