2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester

Base Information

• Chemical Name: 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester
• CAS No.: 131190-07-3
• Molecular Formula: C₁₆H₁₈O₄
• Molecular Weight: 274.317
• Mol file: 131190-07-3.mol

Synonyms:2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester

Chemical Property of 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester

Chemical Property:

Purity/Quality:

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Technology Process of 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester

There total 10 articles about 2-benzylidenecyclopentane-1,1-dicarboxylic 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: 90.0%

bromobenzene (108-86-1,52753-63-6) + dimethyl 2-(pent-4'-enyl)malonate (93185-10-5) → 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester (131190-07-3)

Guidance literature:

With potassium phosphate; methanesulfonic acid(2-dicyclohexylphosphino-2′,4′,6′-triisopropyl-1,1′-biphenyl)[2-(2′-amino-1,1′-biphenyl)]palladium(II); In N,N-dimethyl-formamide; at 50 ℃; for 24h; Reagent/catalyst; Solvent; diastereoselective reaction; Catalytic behavior; Schlenk technique; Inert atmosphere;

DOI:10.1039/c9ra08002c

Reference yield: 88.0%

iodobenzene (591-50-4) + methyl 2-acetyl-6-heptynoate (131190-10-8) → 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester (131190-07-3)

Guidance literature:

With potassium tert-butylate; ethyl-diphenyl-phosphane; bis(dibenzylideneacetone)-palladium⁽⁰⁾; In dimethyl sulfoxide; at 30 ℃; for 14h;

DOI:10.1016/S0040-4039(00)97827-4

Reference yield: 80.0%

iodobenzene (591-50-4) + dimethyl 4-pentenylmalonate (130905-55-4) → 2-benzylidenecyclopentane-1,1-dicarboxylic acid dimethyl ester (131190-07-3)

Guidance literature:

In dimethyl sulfoxide; at 30 ℃; for 14h; presence of palladium bis(dibenzylidene acetone) and diphenylphosphinoethane; various reagents and conditions investigated;

DOI:10.1016/S0040-4039(00)97827-4

upstream raw materials:

iodobenzene

methyl 2-acetyl-6-heptynoate

dimethyl 4-pentenylmalonate

2-phenylsulfonyle hept-6-ynoate de methyle