diethyl 4-ethylbenzylmalonate

Base Information

• Chemical Name: diethyl 4-ethylbenzylmalonate
• CAS No.: 37765-74-5
• Molecular Formula: C₁₆H₂₂O₄
• Molecular Weight: 278.348
• Mol file: 37765-74-5.mol

Synonyms:diethyl 4-ethylbenzylmalonate

Chemical Property of diethyl 4-ethylbenzylmalonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of diethyl 4-ethylbenzylmalonate

There total 5 articles about diethyl 4-ethylbenzylmalonate 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: 90.0%

diethyl 2-(4-ethylbenzylidene)malonate → diethyl 4-ethylbenzylmalonate (37765-74-5)

Guidance literature:

With Hantzsch ester; titanium tetrachloride; In tetrahydrofuran; dichloromethane; at 20 ℃; for 1h; regioselective reaction;

DOI:10.1055/s-0030-1258556

Reference yield: 41.0%

4-ethylbenzyl bromide (57825-30-6) + diethyl malonate (105-53-3) → diethyl 4-ethylbenzylmalonate (37765-74-5)

Guidance literature:

diethyl malonate; With sodium hydride; In tetrahydrofuran; at -78 ℃; for 0.166667h;

4-ethylbenzyl bromide; In tetrahydrofuran; at 20 ℃; for 12h;

Reference yield:

4-ethylbenzyl alcohol (768-59-2) → diethyl 4-ethylbenzylmalonate (37765-74-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: triphenylphosphine; carbon tetrabromide / dichloromethane / 12 h / 20 °C

2.1: sodium hydride / tetrahydrofuran / 0.17 h / -78 °C

2.2: 12 h / 20 °C

With carbon tetrabromide; sodium hydride; triphenylphosphine; In tetrahydrofuran; dichloromethane;

upstream raw materials:

sodium diethylmalonate

4-ethylbenzylchloride

4-ethylbenzyl bromide

diethyl malonate

Downstream raw materials:

3-(4-ethyl-phenyl)-propionic acid pentyl ester

3-(4-ethylphenyl)propan-1-ol

vinyl 3-(4-ethylphenyl)propanoate

3-(4-ethyl-phenyl)-propionic acid

Refernces

• 1、 Che, Jun,Lam, Yulin. "Rapid and regioselective hydrogenation of α,β-unsaturated ketones and alkylidene malonic diesters using Hantzsch ester catalyzed by titanium tetrachloride". experimental part. p. 2415 - 2420. Retrieved 2010/11/19.