2H-Pyran-4(3H)-one

Base Information

• Chemical Name: 2H-Pyran-4(3H)-one
• CAS No.: 84302-42-1
• Molecular Formula: C5H6O2
• Molecular Weight: 98.1014
• Mol file: 84302-42-1.mol

Synonyms:2,3-dihydro-4-pyranone;4-Pyranone,2,3-dihydro;5,6-dihydro-4H-pyran-4-one;2,3-dihydro-4-pyrone;2,3-dihydro-pyran-4-one;2,3-Dihydro-4H-pyran-4-one;

Chemical Property of 2H-Pyran-4(3H)-one

Chemical Property:

• PSA: 26.30000
• LogP: 0.48950

Purity/Quality:

95% ^*data from raw suppliers

2H-PYRAN-4(3H)-ONE 95.00% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of 2H-Pyran-4(3H)-one

There total 2 articles about 2H-Pyran-4(3H)-one 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: 26.0%

3,4-dihydro-2H-pyran (110-87-2) + [hydroxy(tosyloxy)iodo]benzene (27126-76-7) → C19H22O7S2 (130001-44-4) + 2,3-dihydro-4H-pyran-4-one (84302-42-1)

Guidance literature:

In dichloromethane; at 0 ℃; for 4h;

DOI:10.1039/P19900001481

Reference yield: 7.0%

3,4-dihydro-2H-pyran (110-87-2) → C19H22O7S2 (130001-44-4) + 2,3-dihydro-4H-pyran-4-one (84302-42-1)

Guidance literature:

With hydroxy(tosyloxy)iodobenzene; In dichloromethane; at 0 ℃; for 4h;

DOI:10.1039/P19900001481

Reference yield: 91.0%

2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)-1-(piperazin-1-yl)ethanone hydrochloride (1018821-22-1) + 2,3-dihydro-4H-pyran-4-one (84302-42-1) → 2-((1-(4-methoxy-2,6-dimethylphenylsulfonyl)piperidin-2-yl)methoxy)-1-(4-(tetrahydro-2H-pyran-4-yl)piperazin-1-yl)ethanone (1018821-28-7)

Guidance literature:

With sodium tris(acetoxy)borohydride; acetic acid; triethylamine; In 1,2-dichloro-ethane; at 20 ℃; for 1h;

upstream raw materials:

3,4-dihydro-2H-pyran

[hydroxy(tosyloxy)iodo]benzene

Downstream raw materials:

4-hydroxy-3,4-dihydro-2H-pyran

3-(4-hydroxy-3,4-dihydro-2H-pyran-4-yl)toluene

5-Bromo-1-(tetrahydro-2H-pyran-4-yl)-1H-indole

N-(4-Bromo-2-(2,2-dimethoxyethyl)phenyl)tetrahydro-2H-pyran-4-amine

Refernces

A Simple, One-Pot Synthesis of 2,3-Dihydro-4H-pyran-4-ones via the Acid-Catalysed <4+2>-Cycloaddition of 1-Alkoxy-3-trimethylsilyloxy-1,3-butadienes with Aldehydes

10.1055/s-1982-29943

The research focuses on the synthesis of 2,3-dihydro-4H-pyran-4-ones via the acid-catalysed [4+2]-cycloaddition of 1-alkoxy-3-trimethylsilyloxy-1,3-butadienes with aldehydes. Key chemicals involved include 1,1-dimethoxy-3-trimethylsilyloxy-1,3-butadienes, which react with electron-poor carbonyl compounds to yield the desired products. Zinc(II) chloride is used as a catalyst to facilitate these reactions, even allowing simple aldehydes without electron-withdrawing groups at the carbonyl function to act as dienophiles. Alkoxyaluminium dichloride type catalysts, prepared from alcohol, aluminium chloride, and lithium alanate, are found to be more effective due to reduced decomposition of the butadienes under reaction conditions. The study explores the reaction of various dienes with different aldehydes, demonstrating the method's wide scope and the high purity of the resulting 2,3-dihydro-4H-pyran-4-ones.

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