2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl ester

Base Information

• Chemical Name: 2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl ester
• CAS No.: 1181669-48-6
• Molecular Formula: C₁₆H₁₈O₆
• Molecular Weight: 306.315
• Mol file: 1181669-48-6.mol

Synonyms:2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl ester

Chemical Property of 2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl ester

Chemical Property:

Purity/Quality:

Safty Information:

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MSDS Files:

Useful:

Technology Process of 2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl ester

There total 2 articles about 2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl 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: 31.0%

2-(1,3-dioxan-2-yl)benzaldehyde (139086-86-5) + malonic acid dimethyl ester (108-59-8) → 2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl ester (1181669-48-6)

Guidance literature:

With L-proline; In dimethyl sulfoxide; at 20 ℃; for 48h; Inert atmosphere;

DOI:10.1021/ol901454y

Reference yield:

o-phthalic dicarboxaldehyde (643-79-8) → 2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl ester (1181669-48-6)

Guidance literature:

Multi-step reaction with 2 steps

1: toluene-4-sulfonic acid / toluene / 20 h / Inert atmosphere; Reflux

2: L-proline / dimethyl sulfoxide / 48 h / 20 °C / Inert atmosphere

With toluene-4-sulfonic acid; L-proline; In dimethyl sulfoxide; toluene;

DOI:10.1021/ol901454y

Reference yield: 83.0%

2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl ester (1181669-48-6) + trimethylsulfoxonium iodide (1774-47-6) → 2-(2-[1,3]dioxan-2-ylphenyl)cyclopropane-1,1-dicarboxylic acid dimethyl ester (1181669-50-0)

Guidance literature:

trimethylsulfoxonium iodide; With sodium hydride; In dimethyl sulfoxide; mineral oil; Inert atmosphere;

2-(2-[1,3]dioxan-2-ylbenzylidene)malonic acid dimethyl ester; In dimethyl sulfoxide; mineral oil; for 19h; Inert atmosphere;

DOI:10.1021/ol901454y

upstream raw materials:

2-(1,3-dioxan-2-yl)benzaldehyde

malonic acid dimethyl ester

o-phthalic dicarboxaldehyde

Downstream raw materials:

2-(2-formylphenyl)cyclopropane-1,1-dicarboxylic acid dimethyl ester

2-(2-[1,3]dioxan-2-ylphenyl)cyclopropane-1,1-dicarboxylic acid dimethyl ester

Refernces