2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester

Base Information

• Chemical Name: 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester
• CAS No.: 196867-40-0
• Molecular Formula: C₂₅H₂₈O₉
• Molecular Weight: 472.492
• Mol file: 196867-40-0.mol

Synonyms:2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester

Chemical Property of 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester

There total 8 articles about 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-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: 70.0%

2-(4-Oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester (178452-95-4) + 6-Bromomethyl-2-methyl-2-phenyl-[1,3]dioxin-4-one (196867-31-9) → 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester (196867-40-0)

Guidance literature:

With sodium hydride; In tetrahydrofuran; for 2h; Ambient temperature;

DOI:10.1021/jo970816r

Reference yield:

acetylacetone (123-54-6,81235-32-7) → 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester (196867-40-0)

Guidance literature:

Multi-step reaction with 5 steps

2: 65 percent / NBS, AIBN / CCl₄ / Heating

3: 77 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature

4: 90 percent / H₂, Et₃N / Pd/C / tetrahydrofuran / 0.33 h / Ambient temperature

5: 70 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature

With N-Bromosuccinimide; 2,2'-azobis(isobutyronitrile); hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran; tetrachloromethane;

DOI:10.1021/jo970816r

Reference yield:

diethyl malonate (105-53-3) → 2-(2-Methyl-6-oxo-2-phenyl-6H-[1,3]dioxin-4-ylmethyl)-2-(4-oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester (196867-40-0)

Guidance literature:

Multi-step reaction with 3 steps

1: 77 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature

2: 90 percent / H₂, Et₃N / Pd/C / tetrahydrofuran / 0.33 h / Ambient temperature

3: 70 percent / NaH / tetrahydrofuran / 2 h / Ambient temperature

With hydrogen; sodium hydride; triethylamine; palladium on activated charcoal; In tetrahydrofuran;

DOI:10.1021/jo970816r

upstream raw materials:

2-(4-Oxo-5,6-dihydro-4H-pyran-2-ylmethyl)-malonic acid diethyl ester

6-Bromomethyl-2-methyl-2-phenyl-[1,3]dioxin-4-one

acetophenone

acetylacetone