3-Methoxy-3-methylisobenzofuran-1(3H)-one

Base Information

• Chemical Name: 3-Methoxy-3-methylisobenzofuran-1(3H)-one
• CAS No.: 1077-59-4
• Molecular Formula: C₁₀H₁₀O₃
• Molecular Weight: 178.188
• DSSTox Substance ID: DTXSID801270006
• Nikkaji Number: J3.213.633H
• Mol file: 1077-59-4.mol

Synonyms:3-METHOXY-3-METHYLISOBENZOFURAN-1(3H)-ONE;1077-59-4;3-methoxy-3-methyl-2-benzofuran-1-one;3-methoxy-3-methyl-1,3-dihydro-2-benzofuran-1-one;MFCD18452443;3-Methoxy-methylphthalide;1(3H)-Isobenzofuranone, 3-methoxy-3-methyl-;SCHEMBL22343694;DTXSID801270006;BAA07759;AKOS030628318;AS-65858;SY124916;3-Methoxy-3-methyl-1(3H)-isobenzofuranone;CS-0037781;W12930

Chemical Property of 3-Methoxy-3-methylisobenzofuran-1(3H)-one

Chemical Property:

• XLogP3: 1.3
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 1
• Exact Mass: 178.062994177
• Heavy Atom Count: 13
• Complexity: 226

Purity/Quality:

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

3-Methoxy-3-methylisobenzofuran-1(3H)-one ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1(C2=CC=CC=C2C(=O)O1)OC

Technology Process of 3-Methoxy-3-methylisobenzofuran-1(3H)-one

There total 5 articles about 3-Methoxy-3-methylisobenzofuran-1(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:

methyl 2-acetylbenzoate (1077-79-8) → 3-Methyl-3-methoxyphthalid (1077-59-4) + (S)-3-methylisobenzofuran-1(3H)-one (3413-14-7,3453-64-3,3205-17-2) + (R)-3-methylisobenzofuran-1(3H)-one (3413-14-7)

Guidance literature:

With [RuCl(benzene){(2,2,2',2'-tetramethyl[4,4'-bibenzo[d][1,3]dioxole]-5,5'-diyl)bis(diphenylphosphine)}]Cl; hydrogen; In methanol; at 50 ℃; for 12h; under 30402 Torr; enantioselective reaction; Autoclave;

DOI:10.1002/cctc.201700695

Reference yield:

2-acetyl-benzoic acid (577-56-0) → 3-Methyl-3-methoxyphthalid (1077-59-4) + (R)-3-methylisobenzofuran-1(3H)-one (3413-14-7)

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / N,N-dimethyl-formamide / 0.17 h / 20 °C / Inert atmosphere; Schlenk technique

2: hydrogen; RuCl₂[(S)-SunPhos](DMF)_n / methanol / 12 h / 50 °C / 30402 Torr / Autoclave

With RuCl₂[(S)-SunPhos](DMF)_n; hydrogen; potassium carbonate; In methanol; N,N-dimethyl-formamide;

DOI:10.1002/cctc.201700695

Reference yield:

methanol (67-56-1) + 2-acetyl-benzoic acid (577-56-0) → 3-Methyl-3-methoxyphthalid (1077-59-4) + methyl 2-acetylbenzoate (1077-79-8)

Guidance literature:

2-acetyl-benzoic acid; With thionyl chloride; for 2h; Heating;

methanol; for 4h; Title compound not separated from byproducts; Heating;

DOI:10.1016/S0040-4020(00)00471-3

upstream raw materials:

methyl 2-acetylbenzoate

methanol

2-acetyl-benzoic acid

Downstream raw materials:

methanol

2-Acetyl-benzoic acid anion