Methyl 3-acetyl-2-hydroxybenzoate

Base Information

• Chemical Name: Methyl 3-acetyl-2-hydroxybenzoate
• CAS No.: 77527-00-5
• Molecular Formula: C10H10O4
• Molecular Weight: 194.187
• UNII: 7ZX4KP8PGT
• Nikkaji Number: J1.181.710F
• Mol file: 77527-00-5.mol

Synonyms:METHYL 3-ACETYL-2-HYDROXYBENZOATE;77527-00-5;methyl 3-acetylsalicylate;MFCD16883072;Methyl3-Acetyl-2-hydroxybenzoate;Benzoic acid, 3-acetyl-2-hydroxy-, methyl ester;7ZX4KP8PGT;SCHEMBL2148841;APYIKEJEROJJIK-UHFFFAOYSA-N;AMY20545;CDA52700;AKOS022183139;AS-32645;SY008597;CS-0313143;FT-0740127;3-acetyl-2-hydroxy-benzoic acid methyl ester;Benzoic acid,3-acetyl-2-hydroxy-,methyl ester

Chemical Property of Methyl 3-acetyl-2-hydroxybenzoate

Chemical Property:

• Vapor Pressure: 0.0015mmHg at 25°C
• Boiling Point: 286.8±25.0 °C(Predicted)
• PKA: 9.95±0.10(Predicted)
• PSA: 63.60000
• Density: 1.234±0.06 g/cm3(Predicted)
• LogP: 1.38140
• XLogP3: 1.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 3
• Exact Mass: 194.05790880
• Heavy Atom Count: 14
• Complexity: 236

Purity/Quality:

98%min ^*data from raw suppliers

Methyl3-Acetyl-2-hydroxybenzoate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC(=O)C1=C(C(=CC=C1)C(=O)OC)O
• Uses: Methyl 3-Acetyl-2-hydroxybenzoate can be used to treat ulcers.

Technology Process of Methyl 3-acetyl-2-hydroxybenzoate

There total 2 articles about Methyl 3-acetyl-2-hydroxybenzoate 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: 30.0%

malonaldehydebis(dimethylacetal) (102-52-3) + methyl 3,5-bis(trimethylsiloxy)hexa-2,4-dienoate (102342-53-0) → methyl 2-hydroxy-3-acetylbenzoate (77527-00-5)

Guidance literature:

With titanium tetrachloride; In dichloromethane; at -78 ℃; for 3h;

DOI:10.1021/jo00363a004

Reference yield: 20.0%

methanol (67-56-1) + 3-acetyl-2-hydroxybenzoic acid (67127-78-0) → methyl 2-hydroxy-3-acetylbenzoate (77527-00-5)

Guidance literature:

With sulfuric acid; for 12h; Reflux;

Reference yield: 89.0%

bromoacetic acid methyl ester (96-32-2) + methyl 2-hydroxy-3-acetylbenzoate (77527-00-5) → methyl 3-acetyl-2-(2-methoxy-2-oxoethoxy)benzoate

Guidance literature:

With potassium carbonate; In acetone; for 3h; Reflux;

DOI:10.1021/acs.joc.8b01613

upstream raw materials:

malonaldehydebis(dimethylacetal)

methyl 3,5-bis(trimethylsiloxy)hexa-2,4-dienoate

methanol

3-acetyl-2-hydroxybenzoic acid

Downstream raw materials:

methyl 3-acetyl-2-<(tetrahydro-2-oxo-3-furanyl)oxy>benzoate

methyl 3-(1-ethylenedioxy)ethyl-2-<(tetrahydro-2-oxo-3-furanyl)oxy>benzoate

2-acetyl-6-(methoxycarbonyl)phenyl isonicotinate

methyl 2-hydroxy-3-(3-oxo-3-(2-(trifluoromethyl)pyridin-3-yl)propanoyl)benzoate

Refernces

• 1、 Chan, T. H.,Stoessel, D.. "Chemistry of 1,3,5-Tris(trimethylsiloxy)-1-methoxyhexa-1,3,5-triene, a β-Tricarbonyl Trianion Equivalent". . p. 2423 - 2428. Retrieved 2007/10/02.