2-Propynoic acid, 3-(3,4,5-trimethoxyphenyl)-

Base Information

• Chemical Name: 2-Propynoic acid, 3-(3,4,5-trimethoxyphenyl)-
• CAS No.: 4698-21-9
• Molecular Formula: C12H12O5
• Molecular Weight: 236.224
• Mol file: 4698-21-9.mol

Synonyms:

Chemical Property of 2-Propynoic acid, 3-(3,4,5-trimethoxyphenyl)-

Chemical Property:

Purity/Quality:

95% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2-Propynoic acid, 3-(3,4,5-trimethoxyphenyl)-

There total 14 articles about 2-Propynoic acid, 3-(3,4,5-trimethoxyphenyl)- 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: 98.0%

methyl 3-(3,4,5-trimethoxyphenyl)-propiolate (71616-33-6) → 3-(3,4,5-trimethoxyphenyl)propiolic acid (4698-21-9)

Guidance literature:

methyl 3-(3,4,5-trimethoxyphenyl)-propiolate; With lithium hydroxide monohydrate; In tetrahydrofuran; methanol; water; at 20 ℃;

With hydrogenchloride; In water; ethyl acetate; at 0 ℃; for 1h; pH=4;

DOI:10.1016/j.ejmech.2010.09.003

Reference yield: 88.0%

carbon dioxide (124-38-9,18923-20-1) + 1,1-Dibromo-2-(3',4',5'-trimethoxyphenyl)ethene (77295-62-6) → 3-(3,4,5-trimethoxyphenyl)propiolic acid (4698-21-9)

Guidance literature:

1,1-Dibromo-2-(3',4',5'-trimethoxyphenyl)ethene; With n-butyllithium; In tetrahydrofuran; at -78 ℃; for 0.333333h; Inert atmosphere;

carbon dioxide; In tetrahydrofuran; at 20 ℃; for 20h; Inert atmosphere;

DOI:10.1021/acs.joc.7b02957

Reference yield: 74.0%

1-bromo-3,4,5-trimethoxybenzene (2675-79-8) + Propiolic acid (471-25-0) → 3-(3,4,5-trimethoxyphenyl)propiolic acid (4698-21-9)

Guidance literature:

With tetrakis(triphenylphosphine) palladium⁽⁰⁾; 1,8-diazabicyclo[5.4.0]undec-7-ene; In dimethyl sulfoxide; at 35 ℃; for 24h;

DOI:10.1002/ejoc.201201606

upstream raw materials:

2,3-Dibrom-3-<3,4,5-trimethoxy-phenyl>-propionsaeure-methylester

ethyl 2,3-dibromo-3-(3,4,5-trimethoxyphenyl)propionate

(E)-3,4,5-trimethoxy-cinnamic acid

ethyl (E)-3-(3,4,5-trimethoxyphenyl)acrylate

Downstream raw materials:

[3-(1-benzenesulphonyl-1H-indol-3-yl)allyl] 3-(3,4,5-trimethoxyphenyl)prop-2-ynoate

N-(2-(4-bromo-1H-indol-3-yl)ethyl)-N-(4-methoxybenzyl)-3-(3,4,5-trimethoxyphenyl)propiolamide

(Z)-5-(4-methoxybenzyl)-7-(3,4,5-trimethoxybenzylidene)-3,4,5,7-tetrahydroazocino[4,5,6-cd]indol-6(1H)-one

1-morpholino-3-(3,4,5-trimethoxyphenyl)prop-2-yn-1-one

Refernces

• 1、 Saavedra, Diana I.,Rencher, Benjamin D.,Kwon, Doo-Hyun,Smith, Stacey J.,Ess, Daniel H.,Andrus, Merritt B.. "Synthesis and Computational Studies Demonstrate the Utility of an Intramolecular Styryl Diels-Alder Reaction and Di-t-butylhydroxytoluene Assisted [1,3]-Shift to Construct Anticancer dl-Deoxypodophyllotoxin". . p. 2018 - 2026. Retrieved 2018/02/23.
• 2、 Lim, Jeongah,Choi, Jinseop,Kim, Han-Sung,Kim, In Seon,Nam, Kye Chun,Kim, Jimin,Lee, Sunwoo. "Synthesis of Terminal Allenes via a Copper-Catalyzed Decarboxylative Coupling Reaction of Alkynyl Carboxylic Acids". . p. 303 - 308. Retrieved 2016/01/15.