5-[(E)-5-(4-Chloro-phenyl)-pent-4-enyl]-2,2-dimethyl-5-((E)-5-phenyl-pent-4-enyl)-[1,3]dioxane-4,6-dione

Base Information

Chemical Name:5-[(E)-5-(4-Chloro-phenyl)-pent-4-enyl]-2,2-dimethyl-5-((E)-5-phenyl-pent-4-enyl)-[1,3]dioxane-4,6-dione
CAS No.:824431-57-4
Molecular Formula:C₂₈H₃₁ClO₄
Molecular Weight:467.005
Hs Code.:

Synonyms:5-[(E)-5-(4-Chloro-phenyl)-pent-4-enyl]-2,2-dimethyl-5-((E)-5-phenyl-pent-4-enyl)-[1,3]dioxane-4,6-dione

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Chemical Property of 5-[(E)-5-(4-Chloro-phenyl)-pent-4-enyl]-2,2-dimethyl-5-((E)-5-phenyl-pent-4-enyl)-[1,3]dioxane-4,6-dione

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Technology Process of 5-[(E)-5-(4-Chloro-phenyl)-pent-4-enyl]-2,2-dimethyl-5-((E)-5-phenyl-pent-4-enyl)-[1,3]dioxane-4,6-dione

There total 9 articles about 5-[(E)-5-(4-Chloro-phenyl)-pent-4-enyl]-2,2-dimethyl-5-((E)-5-phenyl-pent-4-enyl)-[1,3]dioxane-4,6-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: 67.0%

: 824431-56-3
1-Chloro-4-((E)-5-iodo-pent-1-enyl)-benzene

: 824431-44-9
(E)-2,2-dimethyl-5-(5-phenylpent-4-enyl)-[1,3]dioxane-4,6-dione

: 824431-57-4
5-[(E)-5-(4-Chloro-phenyl)-pent-4-enyl]-2,2-dimethyl-5-((E)-5-phenyl-pent-4-enyl)-[1,3]dioxane-4,6-dione

Guidance literature:: With caesium carbonate; In acetonitrile; at 20 ℃; for 72h;
DOI:10.1021/jo0483466

Reference yield:

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

: 824431-57-4
5-[(E)-5-(4-Chloro-phenyl)-pent-4-enyl]-2,2-dimethyl-5-((E)-5-phenyl-pent-4-enyl)-[1,3]dioxane-4,6-dione

Guidance literature:: Multi-step reaction with 4 steps

1: PPh₃; NaOH / palladium(II) acetate / tetrahydrofuran / Heating

2: 3.2 g / hydrochloric acid / tetrahydrofuran / 4 h / 20 °C

3: 80 percent / I₂; PPh₃; imidazole / CH₂Cl₂ / 0 - 20 °C

4: 67 percent / cesium carbonate / acetonitrile / 72 h / 20 °C

With 1H-imidazole; hydrogenchloride; sodium hydroxide; iodine; caesium carbonate; triphenylphosphine; palladium diacetate; In tetrahydrofuran; dichloromethane; acetonitrile; 1: Suzuki coupling;
DOI:10.1021/jo0483466

Reference yield:

: 14371-10-9
(E)-3-phenylpropenal

: 824431-57-4
5-[(E)-5-(4-Chloro-phenyl)-pent-4-enyl]-2,2-dimethyl-5-((E)-5-phenyl-pent-4-enyl)-[1,3]dioxane-4,6-dione

Guidance literature:: Multi-step reaction with 6 steps

1: 71 percent / BH₃*HNMe₂ / methanol / 3 h / 20 °C

2: 90 percent / 1.5 h / 170 °C / microwave irradiation

3: 100 percent / DIBALH / tetrahydrofuran; CH₂Cl₂ / 4 h / -78 °C

4: 87 percent / DMSO; oxalyl chloride; triethylamine / CH₂Cl₂ / 5.25 h / -78 - 20 °C

5: 49 percent / BH₃*HNMe₂ / methanol / 3 h / 20 °C

6: 67 percent / cesium carbonate / acetonitrile / 72 h / 20 °C

With oxalyl dichloride; dimethylamine borane; diisobutylaluminium hydride; caesium carbonate; dimethyl sulfoxide; triethylamine; In tetrahydrofuran; methanol; dichloromethane; acetonitrile; 1: Knoevenagel condensation / 4: Swern oxidation / 5: Knoevenagel condensation;
DOI:10.1021/jo0483466