ethyl 3-benzyl-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate

Base Information

• Chemical Name: ethyl 3-benzyl-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate
• CAS No.: 1129542-45-5
• Molecular Formula: C₁₆H₂₀O₄
• Molecular Weight: 276.332
• Mol file: 1129542-45-5.mol

Synonyms:ethyl 3-benzyl-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate

Chemical Property of ethyl 3-benzyl-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of ethyl 3-benzyl-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate

There total 3 articles about ethyl 3-benzyl-5,5-dimethyl-2-oxotetrahydrofuran-3-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: 80.0%

ethyl 5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate (14668-39-4) → ethyl 3-benzyl-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate (1129542-45-5)

Guidance literature:

ethyl 5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate; With sodium ethanolate; In ethanol; for 1h;

benzyl halide; In ethanol; Heating;

DOI:10.1134/S1070428008060122

Reference yield: 59.0%

diethyl 2-benzyl-2-(2-methyl-2-propenyl)malonate (37119-66-7) → ethyl 3-benzyl-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate (1129542-45-5) + diethyl 1,2,3,4-tetrahydro-4,4-dimethylnaphthalene-2,2-dicarboxylate (38280-02-3)

Guidance literature:

With 3CF₃O₃S^(1-)*In⁽³⁺⁾*H₂O; In nitromethane; for 4h; Reflux; Inert atmosphere; Green chemistry;

DOI:10.1002/ejoc.201402972

Reference yield:

diethyl 2-benzylmalonate (607-81-8) → ethyl 3-benzyl-5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate (1129542-45-5) + diethyl 1,2,3,4-tetrahydro-4,4-dimethylnaphthalene-2,2-dicarboxylate (38280-02-3)

Guidance literature:

Multi-step reaction with 2 steps

1.1: sodium hydride / tetrahydrofuran / 0.5 h / 20 °C / Inert atmosphere

1.2: 2 h / 20 °C / Inert atmosphere

2.1: bismuth(lll) trifluoromethanesulfonate / nitromethane / 2 h / Reflux; Inert atmosphere

With bismuth(lll) trifluoromethanesulfonate; sodium hydride; In tetrahydrofuran; nitromethane; 2.1: Friedel Crafts alkylation;

DOI:10.1002/ejoc.201100213

upstream raw materials:

ethyl 5,5-dimethyl-2-oxotetrahydrofuran-3-carboxylate

diethyl 2-benzyl-2-(2-methyl-2-propenyl)malonate

diethyl 2-benzylmalonate