3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester

Base Information

• Chemical Name: 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester
• CAS No.: 97966-29-5
• Molecular Formula: C11H12O4
• Molecular Weight: 208.214
• Mol file: 97966-29-5.mol

Synonyms:3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester;Methyl (E)-3-hydroxy-4-methoxycinnamate;(2E)-3-(3-Hydroxy-4-Methoxyphenyl)-2-propenoic Acid Methyl Ester

Chemical Property of 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester

Chemical Property:

• Melting Point: 119-120℃
• Boiling Point: 370℃
• Flash Point: 145℃
• PSA: 55.76000
• Density: 1.204
• LogP: 1.58700
• Solubility.: DCM, DMF, Ethyl Acetate, Methanol

Purity/Quality:

99% ^*data from raw suppliers

(2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoicAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: (2E)-3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic Acid Methyl Ester is an intermediate in the synthesis of Advantame (A307000), a high-intensity, low calorie sweetner.

Technology Process of 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester

There total 15 articles about 3-(3-Hydroxy-4-methoxyphenyl)-2-propenoic acid methyl ester 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%

methanol (67-56-1) + trans-3-hydroxy-4-methoxycinnamic acid (537-73-5) → methyl (E)-3-(3-hydroxy-4-methoxyphenyl)-2-propenoate (97966-29-5)

Guidance literature:

With toluene-4-sulfonic acid; for 24h; Heating;

DOI:10.1080/00397919508015470

Reference yield: 97.0%

isovanillin (621-59-0) + methyl (triphenylphosphoranylidene)acetate (21204-67-1,2605-67-6) → methyl (E)-3-(3-hydroxy-4-methoxyphenyl)-2-propenoate (97966-29-5)

Guidance literature:

In dichloromethane; at 20 ℃; for 18h; Reflux;

DOI:10.1002/anie.201302530

Reference yield: 79.0%

6-O-α-L-(2''-O-isoferuloyl)rhamnopyranosylcatalpol (125697-69-0) → methyl (E)-3-(3-hydroxy-4-methoxyphenyl)-2-propenoate (97966-29-5) + 6-O-(α-L-rhamnopyranosyl)catalpol (69484-83-9)

Guidance literature:

With sodium hydroxide; In methanol; at 15 ℃; for 2h;

DOI:10.1016/0031-9422(89)80282-1

upstream raw materials:

methanol

isoferulic acid

caffeic acid

methyl iodide

Downstream raw materials:

isoferulic acid

3-(3-hydroxy-4-methoxyphenyl)-propionic acid methyl ester

trans-3-hydroxy-4-methoxycinnamic acid

(E)-3-(3-Carboxymethoxy-4-methoxy-phenyl)-acrylic acid methyl ester