(E)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione

Base Information

• Chemical Name: (E)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione
• CAS No.: 1345628-93-4
• Molecular Formula: C₂₆H₁₆Cl₂O₄
• Molecular Weight: 463.317

Synonyms:(E)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione

Chemical Property of (E)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione

Chemical Property:

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Technology Process of (E)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione

There total 3 articles about (E)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-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: 37.0%

2'-chloro-3-(2-chlorocinnamoyl)-5-hydroxy-2-styrylchromone → (E)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione (1345628-93-4)

Guidance literature:

2'-chloro-3-(2-chlorocinnamoyl)-5-hydroxy-2-styrylchromone; With boron tribromide; In dichloromethane; at 20 ℃; for 8h;

With water; In dichloromethane; at 20 ℃;

DOI:10.1055/s-0030-1261172

Reference yield:

2'-chloro-3-(2-chlorocinnamoyl)-5-hydroxy-2-styrylchromone → (E)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione (1345628-93-4) + (Z)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione

Guidance literature:

With boron tribromide; In dichloromethane; at 20 ℃; for 3h; Overall yield = 54 %; Overall yield = 100.3 mg;

DOI:10.3390/molecules19068317

Reference yield:

2',6'-di(2-chlorocinnamoyloxy)acetophenone → (E)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione (1345628-93-4) + (Z)-4-(2-chlorobenzylidene)-3-(2-chlorophenyl)-8-hydroxy-3,4-dihydro-1H-xanthene-1,9(2H)-dione

Guidance literature:

Multi-step reaction with 2 steps

1: potassium carbonate / pyridine / Microwave irradiation

2: boron tribromide / dichloromethane / 3 h / 20 °C

With boron tribromide; potassium carbonate; In pyridine; dichloromethane; 1: |Baker-Venkataraman Rearrangement;

DOI:10.3390/molecules19068317

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