4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester

Base Information

• Chemical Name: 4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester
• CAS No.: 1027295-88-0
• Molecular Formula: C₁₇H₁₈O₃
• Molecular Weight: 270.328
• Mol file: 1027295-88-0.mol

Synonyms:4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester

Chemical Property of 4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester

Chemical Property:

Purity/Quality:

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MSDS Files:

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Technology Process of 4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester

There total 2 articles about 4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester 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:

ortho-methylphenyl iodide (615-37-2) + 1-penten-4-yne-3-ol (14304-27-9) + diethyl 2-ethoxymethylenemalonate (87-13-8) → 4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester (1027295-88-0) + 2-Ethoxy-4-[1-o-tolyl-meth-(Z)-ylidene]-5-vinyl-dihydro-furan-3,3-dicarboxylic acid diethyl ester

Guidance literature:

With n-butyllithium; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; hexane; dimethyl sulfoxide; at 40 ℃; for 12h;

DOI:10.1021/ol050346k

Reference yield:

3-hydroxy-4-penten-1-ynyltrimethylsilane (124399-64-0,5272-35-5) → 4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester (1027295-88-0)

Guidance literature:

Multi-step reaction with 2 steps

1: 1.98 g / K₂CO₃ / methanol / 1.5 h / 45 °C

2: 918 mg / n-butyllithium / PdCl₂(PPh₃)2 / hexane; tetrahydrofuran; dimethylsulfoxide / 12 h / 40 °C

With n-butyllithium; potassium carbonate; bis-triphenylphosphine-palladium(II) chloride; In tetrahydrofuran; methanol; hexane; dimethyl sulfoxide;

DOI:10.1021/ol050346k

Reference yield: 50.0%

4-(2-methyl-benzyl)-5-vinyl-furan-3-carboxylic acid ethyl ester (1027295-88-0) → 5-formyl-4-(2-methyl-benzyl)-furan-3-carboxylic acid ethyl ester (852046-91-4)

Guidance literature:

With sodium periodate; osmium(VIII) oxide; In tetrahydrofuran; water; at 0 - 35 ℃; for 2.5h;

DOI:10.1021/ol050346k

upstream raw materials:

ortho-methylphenyl iodide

1-penten-4-yne-3-ol

diethyl 2-ethoxymethylenemalonate

3-hydroxy-4-penten-1-ynyltrimethylsilane

Downstream raw materials:

5-formyl-4-(2-methyl-benzyl)-furan-3-carboxylic acid ethyl ester

3-(2-methyl-benzyl)-furan-2,4-dicarboxylic acid 4-ethyl ester