diethyl 5-(1-(4-chlorophenyl)but-3-enyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate

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Chemical Name:diethyl 5-(1-(4-chlorophenyl)but-3-enyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate
CAS No.:1374024-08-4
Molecular Formula:C₂₀H₂₄ClNO₄
Molecular Weight:377.868
Hs Code.:

Synonyms:diethyl 5-(1-(4-chlorophenyl)but-3-enyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate

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Chemical Property of diethyl 5-(1-(4-chlorophenyl)but-3-enyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate

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Technology Process of diethyl 5-(1-(4-chlorophenyl)but-3-enyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate

There total 5 articles about diethyl 5-(1-(4-chlorophenyl)but-3-enyl)-3,4-dihydro-2H-pyrrole-2,2-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: 75.0%

: 1374023-97-8
diethyl 2-(allylamino)-2-(4-(4-chlorophenyl)but-3-ynyl)malonate

: 1374024-08-4
diethyl 5-(1-(4-chlorophenyl)but-3-enyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate

Guidance literature:: With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tert-butyl XPhos; In toluene; at 70 ℃; for 3h; Inert atmosphere;
DOI:10.1002/adsc.201100922

Reference yield:

: 637-87-6
1-Chloro-4-iodobenzene

: 1374024-08-4
diethyl 5-(1-(4-chlorophenyl)but-3-enyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate

Guidance literature:: Multi-step reaction with 6 steps

1.1: copper(l) iodide; bis-triphenylphosphine-palladium(II) chloride; triethylamine / 12 h / 20 °C / Inert atmosphere

2.1: pyridine / dichloromethane / 0.5 h / 0 °C / Inert atmosphere

3.1: sodium hydride / tetrahydrofuran; mineral oil / 0 °C / Inert atmosphere

3.2: 12.5 h / 0 - 20 °C / Inert atmosphere

4.1: trifluoroacetic acid / tetrahydrofuran; dichloromethane / 0 - 20 °C / Inert atmosphere

5.1: lithium hydroxide monohydrate / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere

6.1: [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tert-butyl XPhos / toluene / 3 h / 70 °C / Inert atmosphere

With pyridine; bis-triphenylphosphine-palladium(II) chloride; copper(l) iodide; [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); lithium hydroxide monohydrate; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; sodium hydride; triethylamine; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tert-butyl XPhos; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene; mineral oil;
DOI:10.1002/adsc.201100922

Reference yield:

: C₂₂H₂₈ClNO₆

: 1374024-08-4
diethyl 5-(1-(4-chlorophenyl)but-3-enyl)-3,4-dihydro-2H-pyrrole-2,2-dicarboxylate

Guidance literature:: Multi-step reaction with 3 steps

1: trifluoroacetic acid / tetrahydrofuran; dichloromethane / 0 - 20 °C / Inert atmosphere

2: lithium hydroxide monohydrate / N,N-dimethyl-formamide / 12 h / 40 °C / Inert atmosphere

3: [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tert-butyl XPhos / toluene / 3 h / 70 °C / Inert atmosphere

With [bis(trifluoromethanesulfonyl)imidate](triphenylphosphine)gold(I); lithium hydroxide monohydrate; 1,1'-binaphthyl-2,2'-diyl hydrogenphosphate; trifluoroacetic acid; bis(dibenzylideneacetone)-palladium⁽⁰⁾; tert-butyl XPhos; In tetrahydrofuran; dichloromethane; N,N-dimethyl-formamide; toluene;
DOI:10.1002/adsc.201100922