(E)-dimethyl 2-(but-2-ynyl)-2-(4-(4-chlorophenyl)-2-oxobut-3-enyl)malonate

Base Information

Chemical Name:(E)-dimethyl 2-(but-2-ynyl)-2-(4-(4-chlorophenyl)-2-oxobut-3-enyl)malonate
CAS No.:1357173-66-0
Molecular Formula:C₁₉H₁₉ClO₅
Molecular Weight:362.81
Hs Code.:

Synonyms:(E)-dimethyl 2-(but-2-ynyl)-2-(4-(4-chlorophenyl)-2-oxobut-3-enyl)malonate

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Chemical Property of (E)-dimethyl 2-(but-2-ynyl)-2-(4-(4-chlorophenyl)-2-oxobut-3-enyl)malonate

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Technology Process of (E)-dimethyl 2-(but-2-ynyl)-2-(4-(4-chlorophenyl)-2-oxobut-3-enyl)malonate

There total 1 articles about (E)-dimethyl 2-(but-2-ynyl)-2-(4-(4-chlorophenyl)-2-oxobut-3-enyl)malonate 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: 61.0%

: 107428-17-1
dimethyl propargylmalonate

: 634906-78-8
(E)-1-bromo-4-(4-chlorophenyl)but-3-en-2-one

: 1357173-66-0
(E)-dimethyl 2-(but-2-ynyl)-2-(4-(4-chlorophenyl)-2-oxobut-3-enyl)malonate

Guidance literature:: dimethyl propargylmalonate; With sodium hydride; In tetrahydrofuran; mineral oil; at 0 ℃; for 0.5h; Inert atmosphere;

(E)-1-bromo-4-(4-chlorophenyl)but-3-en-2-one; In tetrahydrofuran; mineral oil; at 20 ℃; Inert atmosphere;
DOI:10.1021/ja210388g

Reference yield: 77.0%

: 1357173-66-0
(E)-dimethyl 2-(but-2-ynyl)-2-(4-(4-chlorophenyl)-2-oxobut-3-enyl)malonate

: 80522-42-5
triisopropylsilyl trifluoromethanesulfonate

: 1357173-16-0
dimethyl 2-(but-2-ynyl)-2-((1Z,3E)-4-(4-chlorophenyl)-2-(triisopropylsilyloxy)buta-1,3-dienyl)malonate

Guidance literature:: With triethylamine; In dichloromethane; at 20 ℃; Inert atmosphere;
DOI:10.1021/ja210388g

Reference yield:

: 1357173-66-0
(E)-dimethyl 2-(but-2-ynyl)-2-(4-(4-chlorophenyl)-2-oxobut-3-enyl)malonate

: 1357173-24-0
(3aS,4R,6aR)-dimethyl 4-(4-chlorophenyl)-3a-methyl-6-(triisopropylsilyloxy)-3a,4-dihydropentalene-1,1(6aH)-dicarboxylate

Guidance literature:: Multi-step reaction with 2 steps

1: triethylamine / dichloromethane / 20 °C / Inert atmosphere

2: (R)-DTBM-SEGPHOS(AuCl)2; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate / dichloromethane / 16 h / 20 °C / Molecular sieve

With (R)-DTBM-SEGPHOS(AuCl)2; sodium tetrakis[(3,5-di-trifluoromethyl)phenyl]borate; triethylamine; In dichloromethane;
DOI:10.1021/ja210388g