endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,0^2,7>undeca-4,9-diene-3,6,11-trione

Base Information

• Chemical Name: endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,0^2,7>undeca-4,9-diene-3,6,11-trione
• CAS No.: 23284-94-8
• Molecular Formula: C₂₅H₂₀O₃
• Molecular Weight: 368.432

Synonyms:endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,0^2,7>undeca-4,9-diene-3,6,11-trione

Chemical Property of endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,0^2,7>undeca-4,9-diene-3,6,11-trione

Chemical Property:

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Technology Process of endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,0^2,7>undeca-4,9-diene-3,6,11-trione

There total 4 articles about endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,0^2,7>undeca-4,9-diene-3,6,11-trione 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:

2,5-dimethyl-3,4-diphenylcyclopenta-2,4-dienone (26307-17-5) + p-benzoquinone (106-51-4) → endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,02,7>undeca-4,9-diene-3,6,11-trione (23284-94-8)

Guidance literature:

In benzene; Yield given;

DOI:10.1016/0040-4020(81)80021-X

Reference yield:

benzil (134-81-6) → endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,02,7>undeca-4,9-diene-3,6,11-trione (23284-94-8)

Guidance literature:

Multi-step reaction with 3 steps

1: potassium hydroxide / 20 °C

2: acetic anhydride; sulfuric acid / 4 h / 20 °C

3: benzene / 16 h / 90 °C

With sulfuric acid; acetic anhydride; potassium hydroxide; In benzene;

DOI:10.1021/acs.orglett.9b03293

Reference yield:

4-hydroxy-2,5-dimethyl-3,4-diphenylcyclopent-2-enone (5423-06-3) → endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,02,7>undeca-4,9-diene-3,6,11-trione (23284-94-8)

Guidance literature:

Multi-step reaction with 2 steps

1: acetic anhydride; sulfuric acid / 4 h / 20 °C

2: benzene / 16 h / 90 °C

With sulfuric acid; acetic anhydride; In benzene;

DOI:10.1021/acs.orglett.9b03293

upstream raw materials:

2,5-dimethyl-3,4-diphenylcyclopenta-2,4-dienone

p-benzoquinone

4-hydroxy-2,5-dimethyl-3,4-diphenylcyclopent-2-enone

benzil

Downstream raw materials:

C₂₅H₂₀O₃

endo-anti-1,9-dimethyl-10,11-diphenyl-5-oxatetracyclo<7,2,1,0^2,8,0^4,6>dodec-10-ene-3,7,12-trione

endo-1,8-dimethyl-9,10-diphenyltricyclo<6,2,1,0^2,7>undec-9-ene-3,6,11-trione

3,5-dimethyl-2,6-diphenylpentacyclo<5,4,0,0^2,6,0^3,10,0^5,9>undecan-4,8,11-trione

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