3-Methoxybenzylidenemalonic acid diethyl ester

Base Information

• Chemical Name: 3-Methoxybenzylidenemalonic acid diethyl ester
• CAS No.: 6771-54-6
• Molecular Formula: C15H18O5
• Molecular Weight: 278.305
• Hs Code.: 2918990090
• Mol file: 6771-54-6.mol

Synonyms:(3-Methoxybenzylidene)malonic acid diethyl ester;3-Methoxybenzylidenemalonic acid diethyl ester;2-[(3-Methoxyphenyl)Methylene]-propanedioic Acid 1,3-Diethyl Ester;Diethyl M-Methoxybenzylidene Malonate;NSC 637151

Chemical Property of 3-Methoxybenzylidenemalonic acid diethyl ester

Chemical Property:

• PSA: 61.83000
• LogP: 2.20480
• Solubility.: Ether, Ethyl Acetate, Methanol

Purity/Quality:

98% ^*data from raw suppliers

2-[(3-Methoxyphenyl)methylene]-propanedioicAcid1,3-DiethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 3-Methoxybenzylidenemalonic acid diethyl ester can be used in the preparation of rac Enterolactone (E558950).

Technology Process of 3-Methoxybenzylidenemalonic acid diethyl ester

There total 3 articles about 3-Methoxybenzylidenemalonic acid diethyl 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: 68.0%

3-methoxy-benzaldehyde (591-31-1) + diethyl malonate (105-53-3) → (3-methoxy-benzylidene)-malonic acid diethyl ester (6771-54-6)

Guidance literature:

With piperidine; acetic acid; In ethanol; at 100 ℃; for 14h; Inert atmosphere; Schlenk technique;

DOI:10.1021/acs.orglett.0c03007

Reference yield: 64.0%

3-METHOXYBENZYLAMINE (5071-96-5) + diethyl malonate (105-53-3) → (3-methoxy-benzylidene)-malonic acid diethyl ester (6771-54-6)

Guidance literature:

3-METHOXYBENZYLAMINE; With fluorenone imine; In toluene; at 20 ℃; for 1h;

diethyl malonate; In toluene; for 48h; Reflux; Inert atmosphere;

DOI:10.1039/c9ob02163a

Reference yield:

→ (3-methoxy-benzylidene)-malonic acid diethyl ester (6771-54-6)

Guidance literature:

3-Methoxy-benzaldehyd, Malonsaeure-diaethylester, Diaethylamin;

upstream raw materials:

3-methoxy-benzaldehyde

diethyl malonate

3-METHOXYBENZYLAMINE

Downstream raw materials:

diethyl 2-(3-methoxyphenyl)cyclopropane-1,1-dicarboxylate

ethyl 2-carbethoxy-3-cyano-3-(3-methoxyphenyl)propionate

[(3-methoxyphenyl)methyl]propanedioic acid diethyl ester

Refernces

• 1、 Riva, Laura,Punta, Carlo,Sacchetti, Alessandro. "Co-Polymeric Nanosponges from Cellulose Biomass as Heterogeneous Catalysts for amine-catalyzed Organic Reactions". . p. 6214 - 6222. Retrieved 2020/10/02.
• 2、 Coutant, Eloi P.,Hervin, Vincent,Gagnot, Glwadys,Ford, Candice,Baatallah, Racha,Janin, Yves L.. "Unnatural α-amino ethyl esters from diethyl malonate or ethyl β-bromo-α-hydroxyiminocarboxylate". supporting information. p. 2853 - 2860. Retrieved 2018/11/26.