diethyl 3-methyl-4-benzylidenecyclopent-2-ene-1,1-dicarboxylate

Base Information

• Chemical Name: diethyl 3-methyl-4-benzylidenecyclopent-2-ene-1,1-dicarboxylate
• CAS No.: 118453-23-9
• Molecular Formula: C₁₉H₂₂O₄
• Molecular Weight: 314.381
• Mol file: 118453-23-9.mol

Synonyms:diethyl 3-methyl-4-benzylidenecyclopent-2-ene-1,1-dicarboxylate

Chemical Property of diethyl 3-methyl-4-benzylidenecyclopent-2-ene-1,1-dicarboxylate

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of diethyl 3-methyl-4-benzylidenecyclopent-2-ene-1,1-dicarboxylate

There total 4 articles about diethyl 3-methyl-4-benzylidenecyclopent-2-ene-1,1-dicarboxylate 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:

2-bromo-4,4-di(ethoxycarbonyl)-7-phenylhepta-1,6-diene (118453-20-6) → 3-benzylidene-4-methylene-cyclopentane-1,1-dicarboxylic acid diethyl ester (118453-22-8) + diethyl 3-methyl-4-benzylidenecyclopent-2-ene-1,1-dicarboxylate (118453-23-9)

Guidance literature:

With potassium carbonate; tetrakis(triphenylphosphine) palladium⁽⁰⁾; In acetonitrile; at 80 ℃; for 10h; Yield given. Yields of byproduct given;

DOI:10.1016/S0040-4020(01)90346-1

Reference yield:

diethyl 3-phenylprop-2-enylmalonate → diethyl 3-methyl-4-benzylidenecyclopent-2-ene-1,1-dicarboxylate (118453-23-9)

Guidance literature:

Multi-step reaction with 2 steps

1: 84 percent / NaOEt / ethanol / 15 h / Ambient temperature

2: potassium carbonate / Pd(OAc)2,PPh₃ / acetonitrile / 96 h / 30 °C

With sodium ethanolate; potassium carbonate; Pd(PPh₃)(OAc)2; In ethanol; acetonitrile;

DOI:10.1016/S0040-4020(01)90346-1

Reference yield:

Cinnamyl bromide (4392-24-9) → diethyl 3-methyl-4-benzylidenecyclopent-2-ene-1,1-dicarboxylate (118453-23-9)

Guidance literature:

Multi-step reaction with 3 steps

1: 52 percent / sodium / ethanol / 15 h / Ambient temperature

2: 84 percent / NaOEt / ethanol / 15 h / Ambient temperature

3: potassium carbonate / Pd(OAc)2,PPh₃ / acetonitrile / 96 h / 30 °C

With sodium ethanolate; sodium; potassium carbonate; Pd(PPh₃)(OAc)2; In ethanol; acetonitrile;

DOI:10.1016/S0040-4020(01)90346-1

upstream raw materials:

2-bromo-4,4-di(ethoxycarbonyl)-7-phenylhepta-1,6-diene

Cinnamyl bromide

diethyl malonate