rac-diethyl 2-(1-phenyl-3-butynyl)-malonate

Base Information

• Chemical Name: rac-diethyl 2-(1-phenyl-3-butynyl)-malonate
• CAS No.: 96666-60-3
• Molecular Formula: C₁₇H₂₀O₄
• Molecular Weight: 288.343
• Mol file: 96666-60-3.mol

Synonyms:rac-diethyl 2-(1-phenyl-3-butynyl)-malonate

Chemical Property of rac-diethyl 2-(1-phenyl-3-butynyl)-malonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of rac-diethyl 2-(1-phenyl-3-butynyl)-malonate

There total 2 articles about rac-diethyl 2-(1-phenyl-3-butynyl)-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:

1-phenylbut-3-yn-1-ol (1743-36-8) → rac-diethyl 2-(1-phenyl-3-butynyl)-malonate (96666-60-3)

Guidance literature:

Multi-step reaction with 2 steps

1: triethylamine / 0.17 h

2: 1.) NaH / 1.) THF, 25 deg C, 20 min, 2.) THF, a) reflux, 6.5 h, b) 25 deg C, 18 h

With sodium hydride; triethylamine;

DOI:10.1021/jm00152a011

Reference yield:

Methanesulfonic acid 1-phenyl-but-3-ynyl ester (99512-36-4) + diethyl malonate (105-53-3) → rac-diethyl 2-(1-phenyl-3-butynyl)-malonate (96666-60-3)

Guidance literature:

With sodium hydride; Yield given. Multistep reaction; 1.) THF, 25 deg C, 20 min, 2.) THF, a) reflux, 6.5 h, b) 25 deg C, 18 h;

DOI:10.1021/jm00152a011

Reference yield: 96.0%

rac-diethyl 2-(1-phenyl-3-butynyl)-malonate (96666-60-3) → 2-(1-Phenyl-but-3-ynyl)-malonic acid (99512-37-5)

Guidance literature:

With potassium hydroxide; In methanol; at 25 ℃; for 16h;

DOI:10.1021/jm00152a011

upstream raw materials:

Methanesulfonic acid 1-phenyl-but-3-ynyl ester

diethyl malonate

1-phenylbut-3-yn-1-ol

Downstream raw materials:

2-carbethoxy-3-phenyl-5-hexynoic acid

diethyl 2-amino-2-(1-phenyl-3-butynyl)malonate

2-(1-Phenyl-but-3-ynyl)-malonic acid

2-(1-phenyl-3-butynyl)propane-1,3-diol