(Z)-6-benzylidene-4-(4-chlorophenyl)-3-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione

Base Information

Chemical Name:(Z)-6-benzylidene-4-(4-chlorophenyl)-3-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione
CAS No.:299957-22-5
Molecular Formula:C₁₉H₁₄ClNO₃
Molecular Weight:339.778
Hs Code.:

Synonyms:(Z)-6-benzylidene-4-(4-chlorophenyl)-3-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione

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Business phase:: The product has achieved commercial mass production^*data from LookChem market partment

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Chemical Property of (Z)-6-benzylidene-4-(4-chlorophenyl)-3-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione

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Technology Process of (Z)-6-benzylidene-4-(4-chlorophenyl)-3-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione

There total 7 articles about (Z)-6-benzylidene-4-(4-chlorophenyl)-3-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione 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: 70.0%

: 308815-45-4
(Z)-6-benzylidene-3-(4-chlorobenzyloxy)-4-(4-chlorophenyl)-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione

: 299957-22-5
(Z)-6-benzylidene-4-(4-chlorophenyl)-3-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione

Guidance literature:: With trifluoroacetic acid; for 0.166667h;
DOI:10.1002/jhet.5570370428

Reference yield: 30.0%

: (Z)-5-benzylidene-2,4-dioxo-1-methyl-pyrrolidine-3,3'-spiro-2'-(4-chlorophenyl)-oxirane

: 299957-22-5
(Z)-6-benzylidene-4-(4-chlorophenyl)-3-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione

Guidance literature:: With triethyloxonium fluoroborate; In dichloromethane; at 20 ℃; for 24h;
DOI:10.1002/1521-4184(20007)333:7<211::AID-ARDP211>3.0.CO;2-9

Reference yield:

: 104-88-1
4-chlorobenzaldehyde

: 299957-22-5
(Z)-6-benzylidene-4-(4-chlorophenyl)-3-hydroxy-1-methyl-1,2,5,6-tetrahydropyridine-2,5-dione

Guidance literature:: Multi-step reaction with 4 steps

1.1: 75 percent / aq. HCl / acetic acid / 1 h / Heating

2.1: 75 percent / H₂O₂; aq. NaOH / methanol / 0.5 h

3.1: NaH / dimethylformamide / 20 °C

3.2: 50 percent / dimethylformamide

4.1: 30 percent / Et₃O(+)BF₄(-) / CH₂Cl₂ / 24 h / 20 °C

With hydrogenchloride; sodium hydroxide; dihydrogen peroxide; triethyloxonium fluoroborate; sodium hydride; In methanol; dichloromethane; acetic acid; N,N-dimethyl-formamide; 1.1: Condensation / 2.1: Epoxidation / 3.1: deprotonation / 3.2: Methylation / 4.1: Rearrangement;
DOI:10.1002/1521-4184(20007)333:7<211::AID-ARDP211>3.0.CO;2-9