6-methyl-2-oxo-2H-pyran-4-yl acetate

Base Information

• Chemical Name: 6-methyl-2-oxo-2H-pyran-4-yl acetate
• CAS No.: 22073-80-9
• Molecular Formula: C8H8O4
• Molecular Weight: 168.149
• DSSTox Substance ID: DTXSID80497277
• Nikkaji Number: J1.993.853K
• Wikidata: Q82346702
• Mol file: 22073-80-9.mol

Synonyms:6-methyl-2-oxo-2H-pyran-4-yl acetate;22073-80-9;(2-methyl-6-oxopyran-4-yl) acetate;SCHEMBL9901826;DTXSID80497277;4-Ethanoyloxy-6-methyl-2-pyrone;BOSIWTLJHREICN-UHFFFAOYSA-N;FT-0734256

Chemical Property of 6-methyl-2-oxo-2H-pyran-4-yl acetate

Chemical Property:

• XLogP3: 0.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 168.04225873
• Heavy Atom Count: 12
• Complexity: 285

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=CC(=O)O1)OC(=O)C

Technology Process of 6-methyl-2-oxo-2H-pyran-4-yl acetate

There total 1 articles about 6-methyl-2-oxo-2H-pyran-4-yl acetate 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:

acetic acid (64-19-7,77671-22-8) + phenol (108-95-2,27073-41-2) → phenylacetic acid (103-82-2) + 2-methylchromone (5751-48-4) + 4-acetoxy-6-methyl-2H-2-pyranone (22073-80-9) + 4-acetyloxyacetophenone (13031-43-1) + o-hydroxyacetophenone (118-93-4,104809-67-8) + 4-Hydroxyacetophenone (99-93-4)

Guidance literature:

With zeolite HZSM₅; at 259.9 ℃; under 37.5 Torr; unexpected improvement of the selectivity to o-hydroxyacetophenone by passivation of the external acid sites of HZSM₅;

DOI:10.1039/c39940000717

Reference yield: 78.0%

4-acetoxy-6-methyl-2H-2-pyranone (22073-80-9) + methylmagnesium bromide (75-16-1) → 4,6-Dimethyl-2-pyron (675-09-2)

Guidance literature:

With 1-methyl-pyrrolidin-2-one; iron(II) chloride; In tetrahydrofuran; at 0 ℃; for 1h; Schlenk technique; Inert atmosphere; Glovebox;

DOI:10.1002/anie.201504524

Reference yield: 54.0%

4-acetoxy-6-methyl-2H-2-pyranone (22073-80-9) + palladium(0)bis(tricyclohexylphosphine) (33309-88-5) → acetylpalladium(II)(6-methylpyran-2-one-4-oxy)bis(tricyclohexylphosphine)

Guidance literature:

In benzene-d6; at 22 ℃; for 24h; Inert atmosphere; Glovebox;

DOI:10.1039/d0dt01119c

upstream raw materials:

acetic acid

phenol

Downstream raw materials:

3-acetyl-4-hydroxy-6-methyl-2H-pyran-2-one

4,6-Dimethyl-2-pyron

6-methyl-4-phenyl-2H-pyran-2-one

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