Dimethyl 2-hydroxy-4-methylbenzene-1,3-dicarboxylate

Base Information

• Chemical Name: Dimethyl 2-hydroxy-4-methylbenzene-1,3-dicarboxylate
• CAS No.: 75716-69-7
• Molecular Formula: C11H12O5
• Molecular Weight: 224.213
• DSSTox Substance ID: DTXSID00440765
• Nikkaji Number: J909.339G
• Wikidata: Q82257166
• Mol file: 75716-69-7.mol

Synonyms:75716-69-7;Dimethyl 2-hydroxy-4-methylbenzene-1,3-dicarboxylate;1,3-Benzenedicarboxylic acid, 2-hydroxy-4-methyl-, dimethyl ester;SCHEMBL4099060;DTXSID00440765;CSTDQHZKPMTJNY-UHFFFAOYSA-N;2-Hydroxy-4-methylisophthalic acid dimethyl ester;1,3-DIMETHYL 2-HYDROXY-4-METHYLBENZENE-1,3-DICARBOXYLATE

Chemical Property of Dimethyl 2-hydroxy-4-methylbenzene-1,3-dicarboxylate

Chemical Property:

• PSA: 72.83000
• LogP: 1.27380
• XLogP3: 2.2
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 5
• Rotatable Bond Count: 4
• Exact Mass: 224.06847348
• Heavy Atom Count: 16
• Complexity: 276

Purity/Quality:

99% ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

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

Technology Process of Dimethyl 2-hydroxy-4-methylbenzene-1,3-dicarboxylate

There total 7 articles about Dimethyl 2-hydroxy-4-methylbenzene-1,3-dicarboxylate 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: 53.2%

3-oxopentanedioic acid dimethyl ester (1830-54-2) + 4-(diethylamino)-3-butene-2-one (1809-59-2,38664-61-8) → dimethyl 2-hydroxyl-4-methylbenzene-1,3-dicarboxylate (75716-69-7)

Guidance literature:

With potassium fluoride; acetic acid; In 1,4-dioxane; Heating;

Reference yield: 48.0%

3-oxopentanedioic acid dimethyl ester (1830-54-2) + but-2-ynal (1119-19-3) → dimethyl 2-hydroxyl-4-methylbenzene-1,3-dicarboxylate (75716-69-7)

Guidance literature:

3-oxopentanedioic acid dimethyl ester; With sodium hydride; In tetrahydrofuran; paraffin oil; at -10 ℃;

but-2-ynal; In tetrahydrofuran; paraffin oil; at -10 - 20 ℃;

With hydrogenchloride; water; In tetrahydrofuran; paraffin oil;

DOI:10.1016/j.bmc.2009.10.050

Reference yield: 24.0%

3-oxopentanedioic acid dimethyl ester (1830-54-2) + acetone (67-64-1) → dimethyl 2-hydroxyl-4-methylbenzene-1,3-dicarboxylate (75716-69-7)

Guidance literature:

acetone; formic acid ethyl ester; With sodium methylate; In tetrahydrofuran; at 0 - 20 ℃; for 0.5h;

3-oxopentanedioic acid dimethyl ester; In methanol; at 20 - 25 ℃; for 16h;

With hydrogenchloride; In methanol; water;

upstream raw materials:

5-methylisoxazole

3-oxopentanedioic acid dimethyl ester

3-oxobutyraldehyde

4-(diethylamino)-3-butene-2-one

Downstream raw materials:

methyl 8-hydroxy-3-methyl-1-oxo-3,4-dihydro-(1H)-2-benzopyran-7-carboxylate