(E)-hex-2-en-4-ynedioic acid dipheny ester

Base Information

• Chemical Name: (E)-hex-2-en-4-ynedioic acid dipheny ester
• CAS No.: 851781-73-2
• Molecular Formula: C₁₈H₁₂O₄
• Molecular Weight: 292.291
• Mol file: 851781-73-2.mol

Synonyms:(E)-hex-2-en-4-ynedioic acid dipheny ester

Chemical Property of (E)-hex-2-en-4-ynedioic acid dipheny ester

Chemical Property:

Purity/Quality:

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Technology Process of (E)-hex-2-en-4-ynedioic acid dipheny ester

There total 1 articles about (E)-hex-2-en-4-ynedioic acid dipheny 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:

phenol (108-95-2,27073-41-2) → (E)-hex-2-en-4-ynedioic acid dipheny ester (851781-73-2)

Guidance literature:

Multi-step reaction with 2 steps

1: DCC; DMAP / CH₂Cl₂ / 6 h / 0 - 25 °C

2: DABCO / CH₂Cl₂ / 0.25 h / 0 °C

With 1,4-diaza-bicyclo[2.2.2]octane; dmap; dicyclohexyl-carbodiimide; In dichloromethane;

DOI:10.1016/j.tetlet.2005.02.098

Reference yield: 69.0%

(E)-hex-2-en-4-ynedioic acid dipheny ester (851781-73-2) + dimethyllithium cuprate (15681-48-8) → diphenyl (2Z,4E)-3-methylhexa-2,4-dienedioate

Guidance literature:

In tetrahydrofuran; benzene; at -78 ℃; for 0.166667h; regioselective reaction; Inert atmosphere; Dean-Stark;

DOI:10.1055/s-0034-1378856

Reference yield: 29.0%

(E)-hex-2-en-4-ynedioic acid dipheny ester (851781-73-2) + 4-Nitrobenzylidenemalononitrile (2700-23-4) + triphenylphosphine (603-35-0) → phenyl 4,4-dicyano-5-(4-nitrophenyl)-3-(2-oxo-2-phenoxy-1-(triphenyl-λ5-phosphanylidene)ethyl)cyclopent-2-ene-1-carboxylate + phenyl (E)-3-(3,3-dicyano-2-(4-nitrophenyl)-4-oxo-5-(triphenyl-λ5-phosphanylidene)cyclopent-1-en-1-yl)acrylate

Guidance literature:

In toluene; benzene; at 60 ℃; for 2h; diastereoselective reaction; Dean-Stark; Inert atmosphere;

DOI:10.1039/c5ob02445e

upstream raw materials:

phenol