3-acetyl-3-methyldihydrofuran-2(3H)-one

Base Information

• Chemical Name: 3-acetyl-3-methyldihydrofuran-2(3H)-one
• CAS No.: 1123-19-9
• Molecular Formula: C₇H₁₀O₃
• Molecular Weight: 142.155
• Hs Code.: 2932209090
• European Community (EC) Number: 214-370-8
• NSC Number: 102767
• DSSTox Substance ID: DTXSID30864258
• Nikkaji Number: J13.527E
• Metabolomics Workbench ID: 4340
• Mol file: 1123-19-9.mol

Synonyms:1123-19-9;3-acetyl-3-methyldihydrofuran-2(3H)-one;3-acetyl-3-methyloxolan-2-one;alpha-Acetyl-alpha-methyl-gamma-butyrolactone;2(3h)-Furanone, 3-acetyldihydro-3-methyl-;EINECS 214-370-8;NSC102767;SCHEMBL4252207;DTXSID30864258;CHEBI:187182;BBL013275;LMFA07040006;MFCD00005395;STK503798;2-Acetyl-2-methyl-gamma-butyrolactone;AKOS005171593;NSC 102767;NSC-102767;3-acetyldihydro-3-methyl-2(3h)-furanone;VS-03729;(2,6-DIMETHYL-PHENOXY)-ACETICACID;a-ACETYL-a-methyl-GAMMA-BUTYROLACTONE;CS-0204859;FT-0622108;S12383;.alpha.-Acetyl-.alpha.-methyl-gammabutyrolactone;A934005;J-002752;3-acetyl-3-methyl-2-oxo-3,4,5-trihydrofuran 3-acetyl-3-methyloxolan-2-one

Chemical Property of 3-acetyl-3-methyldihydrofuran-2(3H)-one

Chemical Property:

• Vapor Pressure: 0.00585mmHg at 25°C
• Refractive Index: n20/D 1.456(lit.)
• Boiling Point: 273.1°Cat760mmHg
• Flash Point: 119.8°C
• PSA: 43.37000
• Density: 1.128g/cm³
• LogP: 0.52860
• Storage Temp.: 0-6°C
• XLogP3: 0.5
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 142.062994177
• Heavy Atom Count: 10
• Complexity: 185

Purity/Quality:

98%,99%, ^*data from raw suppliers

3-Acetyl-3-methyldihydrofuran-2(3H)-one ^*data from reagent suppliers

Safty Information:

• Safety Statements: 24/25

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1(CCOC1=O)C

Technology Process of 3-acetyl-3-methyldihydrofuran-2(3H)-one

There total 6 articles about 3-acetyl-3-methyldihydrofuran-2(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: 95.0%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7,594837-91-9,98634-97-0,313643-49-1) + methyl iodide (74-88-4) → 3-acetyl-3-methyl-dihydro-furan-2-one (1123-19-9,112607-28-0,112607-29-1)

Guidance literature:

With potassium carbonate; In acetone; at 50 ℃; for 16h; Large scale;

Reference yield: 91.8%

3-acetyl-2-oxo-4,5-dihydrofuran (517-23-7,594837-91-9,98634-97-0,313643-49-1) → 3-acetyl-3-methyl-dihydro-furan-2-one (1123-19-9,112607-28-0,112607-29-1)

Guidance literature:

With AlF₁₆O₄Te₄^(1-)*C₂H₆Cl⁽¹⁺⁾; In dichloromethane; at 20 ℃; Inert atmosphere;

Reference yield:

acetoacetic acid methyl ester (105-45-3) → 3-acetyl-3-methyl-dihydro-furan-2-one (1123-19-9,112607-28-0,112607-29-1)

Guidance literature:

Multi-step reaction with 2 steps

1: 78 percent / sodium hydroxide / H₂O; ethanol / 50 h / -5 - 0 °C

2: 72 percent / sodium 2-metyhylbutan-2-olate / benzene / 24 h / Ambient temperature

With sodium hydroxide; sodium tert-pentoxide; In ethanol; water; benzene;

upstream raw materials:

3-acetyl-2-oxo-4,5-dihydrofuran

methyl iodide

methanol

benzene

Downstream raw materials:

3-methyltetrahydro-2-furanone

cis-3-acetyl-1,3-dimethyl-3-(3,4,5-trimethoxyphenyl)pyrrolidine

cis-3-isopropenyl-1,3-dimethyl-2-(3,4,5-trimethoxyphenyl)pyrrolidine

cis-3-(2-hydroxy-2-propyl)-1,3-dimethyl-2-(3,4,5-trimethoxyphenyl)pyrrolidine

Refernces

• 1、 -. "Preparation method of pentazocine intermediate". Paragraph 0095-0097; 0116-0117; 0127-0128. . Retrieved 2019/04/04.
• 2、 Allen, Paul R.,Brimble, Margaret A.,Prabaharan, Hishani. "Synthesis of the bis-spiroacetal moiety of the polyether antibiotic CP44,161". . p. 379 - 389. Retrieved 2007/10/03.