Methyl 2,3-dihydroxy-5-methylbenzoate

Base Information

• Chemical Name: Methyl 2,3-dihydroxy-5-methylbenzoate
• CAS No.: 87567-91-7
• Molecular Formula: C₉H₁₀O₄
• Molecular Weight: 182.176
• DSSTox Substance ID: DTXSID60519562
• Wikidata: Q82382842
• Mol file: 87567-91-7.mol

Synonyms:87567-91-7;methyl 2,3-dihydroxy-5-methylbenzoate;2,3-Dihydroxy-5-methylbenzoic acid methyl ester;SCHEMBL855638;DTXSID60519562;AKOS015917306;A842272

Chemical Property of Methyl 2,3-dihydroxy-5-methylbenzoate

Chemical Property:

• XLogP3: 2
• Hydrogen Bond Donor Count: 2
• Hydrogen Bond Acceptor Count: 4
• Rotatable Bond Count: 2
• Exact Mass: 182.05790880
• Heavy Atom Count: 13
• Complexity: 192

Purity/Quality:

97% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC(=C(C(=C1)O)O)C(=O)OC

Technology Process of Methyl 2,3-dihydroxy-5-methylbenzoate

There total 2 articles about Methyl 2,3-dihydroxy-5-methylbenzoate 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: 75.0%

methanol (67-56-1) + 2,3-dihydroxy-5-methylbenzoic acid (6049-93-0) → 2,3-dihydroxy-5-methylbenzoic acid methyl ester (87567-91-7)

Guidance literature:

With boron trifluoride diethyl etherate; for 4h; Heating;

DOI:10.1021/jo00173a018

Reference yield:

3-bromo-5-methylsalicylic acid (17746-75-7) → 2,3-dihydroxy-5-methylbenzoic acid methyl ester (87567-91-7)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.) NaOH, CuSO₄, 2.) HCl / H₂O / 1.) reflux, 6 h

2: 75 percent / BF₃*Et₂O / 4 h / Heating

With hydrogenchloride; sodium hydroxide; boron trifluoride diethyl etherate; copper(II) sulfate; In water;

DOI:10.1021/jo00173a018

Reference yield: 85.0%

2,3-dihydroxy-5-methylbenzoic acid methyl ester (87567-91-7) → 3-methyl-5,6-dioxo-1,3-cyclohexadienecarboxylic acid methyl ester (87567-89-3)

Guidance literature:

With sodium sulfate; silver(l) oxide; In diethyl ether; for 0.333333h;

DOI:10.1021/jo00173a018

upstream raw materials:

methanol

2,3-dihydroxy-5-methylbenzoic acid

3-bromo-5-methylsalicylic acid

Downstream raw materials:

3-methyl-5,6-dioxo-1,3-cyclohexadienecarboxylic acid methyl ester

2-chloro-3-methyl-5,6-dioxo-1,3-cyclohexadiene-carboxylic acid methyl ester

6-chloro-2,3-dihydroxy-5-methylbenzoic acid methyl ester

C₁₂H₁₄O₄