2-[3-(2-formyl-phenyl)-prop-2-ynyl]-2-prop-2-ynyl-malonic acid diethyl ester

Base Information

• Chemical Name: 2-[3-(2-formyl-phenyl)-prop-2-ynyl]-2-prop-2-ynyl-malonic acid diethyl ester
• CAS No.: 862658-46-6
• Molecular Formula: C₂₀H₂₀O₅
• Molecular Weight: 340.376
• Mol file: 862658-46-6.mol

Synonyms:2-[3-(2-formyl-phenyl)-prop-2-ynyl]-2-prop-2-ynyl-malonic acid diethyl ester

Chemical Property of 2-[3-(2-formyl-phenyl)-prop-2-ynyl]-2-prop-2-ynyl-malonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-[3-(2-formyl-phenyl)-prop-2-ynyl]-2-prop-2-ynyl-malonic acid diethyl ester

There total 3 articles about 2-[3-(2-formyl-phenyl)-prop-2-ynyl]-2-prop-2-ynyl-malonic 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: 56.0%

2-[3-(2-formyl-phenyl)-prop-2-ynyl]-malonic acid diethyl ester (862658-68-2) + propargyl bromide (106-96-7) → 2-[3-(2-formyl-phenyl)-prop-2-ynyl]-2-prop-2-ynyl-malonic acid diethyl ester (862658-46-6)

Guidance literature:

2-[3-(2-formyl-phenyl)-prop-2-ynyl]-malonic acid diethyl ester; With sodium hydride; In tetrahydrofuran; at 0 ℃; for 1h;

propargyl bromide; In tetrahydrofuran; at 0 - 20 ℃;

DOI:10.1021/jo050400a

Reference yield:

diethyl propargylmalonate (17920-23-9) → 2-[3-(2-formyl-phenyl)-prop-2-ynyl]-2-prop-2-ynyl-malonic acid diethyl ester (862658-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 49 percent / triethylamine / PdCl₂(PPh₃)2; CuI / 8 h / 80 °C

2.1: NaH / tetrahydrofuran / 1 h / 0 °C

2.2: 56 percent / tetrahydrofuran / 0 - 20 °C

With sodium hydride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1.1: Sonogashira reaction;

DOI:10.1021/jo050400a

Reference yield:

ortho-bromobenzaldehyde (6630-33-7) → 2-[3-(2-formyl-phenyl)-prop-2-ynyl]-2-prop-2-ynyl-malonic acid diethyl ester (862658-46-6)

Guidance literature:

Multi-step reaction with 2 steps

1.1: 49 percent / triethylamine / PdCl₂(PPh₃)2; CuI / 8 h / 80 °C

2.1: NaH / tetrahydrofuran / 1 h / 0 °C

2.2: 56 percent / tetrahydrofuran / 0 - 20 °C

With sodium hydride; triethylamine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; In tetrahydrofuran; 1.1: Sonogashira reaction;

DOI:10.1021/jo050400a

upstream raw materials:

2-[3-(2-formyl-phenyl)-prop-2-ynyl]-malonic acid diethyl ester

propargyl bromide

diethyl propargylmalonate

ortho-bromobenzaldehyde