Dimethyl 2-(2-methoxyphenoxy)malonate

Base Information

• Chemical Name: Dimethyl 2-(2-methoxyphenoxy)malonate
• CAS No.: 150726-89-9
• Molecular Formula: C12H14O6
• Molecular Weight: 254.24
• Hs Code.: 2918990090
• Mol file: 150726-89-9.mol

Synonyms:Propanedioicacid, (2-methoxyphenoxy)-, dimethyl ester (9CI);Dimethyl(o-methoxyphenoxy)malonate;Dimethyl 2-(2-methoxyphenoxy)malonate;Dimethyl2-methoxyphenoxymalonate;2-(2-Methoxyphenoxy)malonic acid dimethyl ester;

Chemical Property of Dimethyl 2-(2-methoxyphenoxy)malonate

Chemical Property:

• Appearance/Colour: White solid
• Vapor Pressure: 0mmHg at 25°C
• Refractive Index: 1.497
• Boiling Point: 320.47 °C at 760 mmHg
• PKA: 12.17±0.59(Predicted)
• Flash Point: 138.381 °C
• PSA: 71.06000
• Density: 1.206 g/cm³
• LogP: 0.78860
• Storage Temp.: Sealed in dry,Room Temperature
• Solubility.: Dichloromethane, Methanol

Purity/Quality:

99.9% ^*data from raw suppliers

Dimethyl2-Methoxyphenoxymalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: Dimethyl 2-Methoxyphenoxymalonate (cas# 150726-89-9) is a compound useful in organic synthesis.

Technology Process of Dimethyl 2-(2-methoxyphenoxy)malonate

There total 4 articles about Dimethyl 2-(2-methoxyphenoxy)malonate 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: 78.7%

2-chlorodimethylmalonate (28868-76-0) + 2-methoxy-phenol (90-05-1) → (2-methoxyphenoxy)-malonic acid dimethyl ester (150726-89-9)

Guidance literature:

With sodium methylate; In methanol; at 45 ℃; for 1h;

DOI:10.1016/j.ejmech.2016.06.006

Reference yield:

methyl (2-methoxyphenoxy) ethanoate (38768-62-6) + carbonic acid dimethyl ester (616-38-6) → (2-methoxyphenoxy)-malonic acid dimethyl ester (150726-89-9)

Guidance literature:

methyl (2-methoxyphenoxy) ethanoate; With sodium hydride; In tetrahydrofuran; mineral oil; at 40 - 45 ℃; for 5h;

carbonic acid dimethyl ester; In tetrahydrofuran; mineral oil; at 20 - 32 ℃; for 24h;

DOI:10.1021/jm3009103

Reference yield:

(2-methoxyphenoxy)acetic acid (1878-85-9) → (2-methoxyphenoxy)-malonic acid dimethyl ester (150726-89-9)

Guidance literature:

Multi-step reaction with 2 steps

1.1: thionyl chloride / 3 h / 0 - 20 °C

2.1: sodium hydride / tetrahydrofuran; mineral oil / 5 h / 40 - 45 °C

2.2: 24 h / 20 - 32 °C

With thionyl chloride; sodium hydride; In tetrahydrofuran; mineral oil;

DOI:10.1021/jm3009103

upstream raw materials:

2-chlorodimethylmalonate

2-methoxy-phenol

methyl (2-methoxyphenoxy) ethanoate

carbonic acid dimethyl ester

Downstream raw materials:

5-(2-methoxy-phenoxy)-1H-pyrimidine-4,6-dione

4,6-dihydroxy-5-(2-methoxyphenoxy)-2-methylthiopyrimidine

C₂₂H₁₉ClN₆O₄S

C₂₃H₂₀ClN₅O₄S

Refernces

• 1、 Raju, K. Rajasekhara,Reddy, B. Shankar,Somannavar,Sinha,Babu, P. N. Kishore,Raju, K. Mohana. "Improved Large-Scale Synthesis of Bosentan Monohydrate". . p. 481 - 491. Retrieved 2016/11/09.
• 2、 -. "AN IMPROVED PROCESS FOR THE PREPARATION OF BOSENTAN". Page/Page column 19. . Retrieved 2011/04/14.