Diethyl 2-[4-(2,2-Dicarboethoxypropyl)phenyl]-2-methyl Malonate

Base Information

• Chemical Name: Diethyl 2-[4-(2,2-Dicarboethoxypropyl)phenyl]-2-methyl Malonate
• CAS No.: 189287-72-7
• Molecular Formula: C₂₃H₃₂O₈
• Molecular Weight: 436.502
• DSSTox Substance ID: DTXSID10444214
• Nikkaji Number: J1.090.368H
• Wikidata: Q82262284
• Mol file: 189287-72-7.mol

Synonyms:189287-72-7;Diethyl 2-[4-(2,2-Dicarboethoxypropyl)phenyl]-2-methyl Malonate;diethyl 2-[[4-(1,3-diethoxy-2-methyl-1,3-dioxopropan-2-yl)phenyl]methyl]-2-methylpropanedioate;Propanedioic acid, 2-[4-[3-ethoxy-2-(ethoxycarbonyl)-2-methyl-3-oxopropyl]phenyl]-2-methyl-, 1,3-diethyl ester;DTXSID10444214;XEZLAQPYROJCSZ-UHFFFAOYSA-N;AKOS030241672;FT-0666759;2-[4-[1,1-Bis(ethoxycarbonyl)ethyl]phenyl]methyl-2-methylmalonic acid diethyl ester

Chemical Property of Diethyl 2-[4-(2,2-Dicarboethoxypropyl)phenyl]-2-methyl Malonate

Chemical Property:

• PSA: 105.20000
• LogP: 2.74550
• Solubility.: Chloroform, Dichloromethane, Dimethyl Sulfoxide, Ethyl Acetate,
• XLogP3: 4.2
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 8
• Rotatable Bond Count: 15
• Exact Mass: 436.20971797
• Heavy Atom Count: 31
• Complexity: 598

Purity/Quality:

97% ^*data from raw suppliers

Diethyl2-[4-(2,2-Dicarboethoxypropyl)phenyl]-2-methylMalonate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C(C)(CC1=CC=C(C=C1)C(C)(C(=O)OCC)C(=O)OCC)C(=O)OCC
• Uses: Diethyl 2-[4-(2,2-Dicarboethoxypropyl)phenyl]-2-methyl Malonate (cas# 189287-72-7) is a compound useful in organic synthesis.

Technology Process of Diethyl 2-[4-(2,2-Dicarboethoxypropyl)phenyl]-2-methyl Malonate

There total 4 articles about Diethyl 2-[4-(2,2-Dicarboethoxypropyl)phenyl]-2-methyl 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:

2-(4-ethoxycarbonylmethyl-benzyl)-2-methyl-malonic acid diethyl ester (223123-63-5) + Diethyl carbonate (105-58-8,76619-83-5) + methyl iodide (74-88-4) → diethyl 2-[4-(2,2-dicarboethoxypropyl)phenyl]-2-methylmalonate (189287-72-7)

Guidance literature:

2-(4-ethoxycarbonylmethyl-benzyl)-2-methyl-malonic acid diethyl ester; Diethyl carbonate; With sodium; In ethanol; at 100 ℃; for 0.833333h;

methyl iodide; In ethanol; at 20 ℃; for 1h;

DOI:10.1002/(SICI)1099-1344(199903)42:3<207::AID-JLCR210>3.0.CO;2-5

Reference yield:

4-bromophenylacetic acid (13737-36-5) → diethyl 2-[4-(2,2-dicarboethoxypropyl)phenyl]-2-methylmalonate (189287-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68.3 percent / sodium / ethanol / 0.5 h / 20 °C

2.1: conc. H₂SO₄

3.1: sodium / ethanol / 0.83 h / 100 °C

3.2: 5.3 g / ethanol; various solvent(s) / 1 h / 20 °C

With sulfuric acid; sodium; In ethanol; 1.1: Alkylation / 2.1: Etherification / 3.1: Condensation / 3.2: Methylation;

DOI:10.1002/(SICI)1099-1344(199903)42:3<207::AID-JLCR210>3.0.CO;2-5

Reference yield:

Diethyl methylmalonate (609-08-5) → diethyl 2-[4-(2,2-dicarboethoxypropyl)phenyl]-2-methylmalonate (189287-72-7)

Guidance literature:

Multi-step reaction with 3 steps

1.1: 68.3 percent / sodium / ethanol / 0.5 h / 20 °C

2.1: conc. H₂SO₄

3.1: sodium / ethanol / 0.83 h / 100 °C

3.2: 5.3 g / ethanol; various solvent(s) / 1 h / 20 °C

With sulfuric acid; sodium; In ethanol; 1.1: Alkylation / 2.1: Etherification / 3.1: Condensation / 3.2: Methylation;

DOI:10.1002/(SICI)1099-1344(199903)42:3<207::AID-JLCR210>3.0.CO;2-5

upstream raw materials:

2-(4-ethoxycarbonylmethyl-benzyl)-2-methyl-malonic acid diethyl ester

Diethyl carbonate

methyl iodide

4-bromophenylacetic acid

Refernces