cinnamyl ethyl α-diazomalonate

Base Information

• Chemical Name: cinnamyl ethyl α-diazomalonate
• CAS No.: 146743-99-9
• Molecular Formula: C₁₄H₁₄N₂O₄
• Molecular Weight: 274.276
• Mol file: 146743-99-9.mol

Synonyms:cinnamyl ethyl α-diazomalonate

Chemical Property of cinnamyl ethyl α-diazomalonate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

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Technology Process of cinnamyl ethyl α-diazomalonate

There total 1 articles about cinnamyl ethyl α-diazomalonate 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: 93.0%

cinnamyl ethyl malonate (96540-63-5) → cinnamyl ethyl α-diazomalonate (146743-99-9)

Guidance literature:

With 4-toluenesulfonyl azide; triethylamine; In acetonitrile; for 3h; Ambient temperature;

Reference yield: 67.0%

cinnamyl ethyl α-diazomalonate (146743-99-9) → 1-ethoxycarbonyl-3-oxa-2-oxo-6-phenylbicyclo<3.1.0>hexane (96540-32-8)

Guidance literature:

With dirhodium tetraacetate; In benzene; for 1h; Heating;

Reference yield:

cinnamyl ethyl α-diazomalonate (146743-99-9) → 3-ethoxycarbonyl-4-benzyl-4,5-dihydrofuran-2(3H)-one (96540-38-4)

Guidance literature:

Multi-step reaction with 3 steps

1: 67 percent / Rh₂(OAc)4 / benzene / 1 h / Heating

2: 60 percent / trimethylsilyl chloride, sodium iodide / acetonitrile / 15 h / Ambient temperature

3: 78 percent / tri-n-butyltin hydride, α,α-azobisisobutyronitrile / tetrahydrofuran / 1 h / Heating

With dirhodium tetraacetate; chloro-trimethyl-silane; azobisisobutyronitrile; tri-n-butyl-tin hydride; sodium iodide; In tetrahydrofuran; acetonitrile; benzene;

upstream raw materials:

cinnamyl ethyl malonate

Downstream raw materials:

1-ethoxycarbonyl-3-oxa-2-oxo-6-phenylbicyclo<3.1.0>hexane

3-ethoxycarbonyl-4-benzyl-4,5-dihydrofuran-2(3H)-one

3-carbonyl-4-benzyl-4,5-dihydrofuran-2(3H)-one

3-ethoxycarbonyl-4-(1-iodobenzyl)-4,5-dihydrofuran-2(3H)-one

Refernces