3,5-Dimethylbenzofuran-2-carboxylate

Base Information

• Chemical Name: 3,5-Dimethylbenzofuran-2-carboxylate
• CAS No.: 16817-32-6
• Molecular Formula: C₁₁H₁₀O₃
• Molecular Weight: 190.199
• Hs Code.: 29329990
• DSSTox Substance ID: DTXSID80426183
• Wikidata: Q82239152
• Mol file: 16817-32-6.mol

Synonyms:3,5-dimethylbenzofuran-2-carboxylate;3,5-dimethyl-1-benzofuran-2-carboxylate;DTXSID80426183;AKOS030240134

Chemical Property of 3,5-Dimethylbenzofuran-2-carboxylate

Chemical Property:

• Vapor Pressure: 2.4E-05mmHg at 25°C
• Boiling Point: 345.1 °C at 760 mmHg
• Flash Point: 162.5 °C
• PSA: 50.44000
• Density: 1.256g/cm³
• LogP: 2.74780
• XLogP3: 3.6
• Hydrogen Bond Donor Count: 0
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 0
• Exact Mass: 189.055169145
• Heavy Atom Count: 14
• Complexity: 233

Purity/Quality:

98%min ^*data from raw suppliers

3,5-Dimethyl-1-benzofuran-2-carboxylicAcid ^*data from reagent suppliers

Safty Information:

• Statements: 25
• Safety Statements: 7/8-26-36/37

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CC1=CC2=C(C=C1)OC(=C2C)C(=O)[O-]

Technology Process of 3,5-Dimethylbenzofuran-2-carboxylate

There total 9 articles about 3,5-Dimethylbenzofuran-2-carboxylate 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: 96.0%

(2-acetyl-4-methylphenoxy)acetic acid (88521-62-4) → 3,5-dimethylbenzofuran (10410-35-2) + 3,5-dimethylbenzofuran-2-carboxylic acid (16817-32-6)

Guidance literature:

With sodium acetate; acetic anhydride; at 110 ℃; for 3h;

DOI:10.1246/bcsj.56.2762

Reference yield: 41.0%

(2-acetyl-4-methylphenoxy)acetic acid ethyl ester (58335-85-6) → 3,5-dimethylbenzofuran (10410-35-2) + 3,5-dimethylbenzofuran-2-carboxylic acid (16817-32-6) + (2-acetyl-4-methylphenoxy)acetic acid (88521-62-4) + 7-Methyl-benzo[b]oxepine-3,5-dione (77956-70-8)

Guidance literature:

With potassium hydroxide; In 1,4-dioxane; at 60 ℃; for 6h;

Reference yield:

5-methyl-2-hydroxyacetophenone (1450-72-2) → 3,5-dimethylbenzofuran-2-carboxylic acid (16817-32-6)

Guidance literature:

Multi-step reaction with 2 steps

1: 80 percent / K₂CO₃ / acetone / 6 h / 70 °C / Heating

2: KOH / dioxane / 6 h / 60 °C

With potassium hydroxide; potassium carbonate; In 1,4-dioxane; acetone;

upstream raw materials:

3-chloro-4,6-dimethyl-coumarin

3-bromo-4,6-dimethyl-coumarin

ethyl 3,5-dimethyl-1-benzofuran-2-carboxylate

(2-acetyl-4-methylphenoxy)acetic acid

Downstream raw materials:

3,5-dimethylbenzofuran-2-carbonyl chloride

4-(5-(3,5-dimethylbenzofuran-2-carboxamido)pyridin-2-yl)-N-(2-fluorophenyl)piperazine-1-carboxamide

3,5-dimethyl-1-benzofuran-2-carbaldehyde

Refernces

• 1、 Suzuki,Horaguchi,Shimizu,Abe. "BENZOFURAN DERIVATIVES. I. ON THE EFFECTS OF SUBSTITUENTS IN BENZOFURAN SYNTHESES.". . p. 2762 - 2767. Retrieved 2007/10/02.