(+/-)-trans-10,11-dihydroxy-anti-12,13-epoxy-10,11,12,13-tetrahydrodibenzanthracene

Base Information

• Chemical Name: (+/-)-trans-10,11-dihydroxy-anti-12,13-epoxy-10,11,12,13-tetrahydrodibenzanthracene
• CAS No.: 72150-71-1
• Molecular Formula: C₂₂H₁₆O₃
• Molecular Weight: 328.367
• Mol file: 72150-71-1.mol

Synonyms:

Chemical Property of (+/-)-trans-10,11-dihydroxy-anti-12,13-epoxy-10,11,12,13-tetrahydrodibenzanthracene

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of (+/-)-trans-10,11-dihydroxy-anti-12,13-epoxy-10,11,12,13-tetrahydrodibenzanthracene

There total 8 articles about (+/-)-trans-10,11-dihydroxy-anti-12,13-epoxy-10,11,12,13-tetrahydrodibenzanthracene 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: 56.0%

(+/-)-trans-10,11-dihydroxy-10,11-dihydro-dibenzanthracene (72100-19-7) → (+/-)-trans-10,11-dihydroxy-anti-12,13-epoxy-10,11,12,13-tetrahydrodibenzanthracene (72150-71-1,70951-82-5)

Guidance literature:

With 3-chloro-benzenecarboperoxoic acid; In tetrahydrofuran; for 1.5h; Ambient temperature;

DOI:10.1021/jo01289a037

Reference yield:

10,11,12,13-tetrahydrodibenzanthracene (25486-89-9) → (+/-)-trans-10,11-dihydroxy-anti-12,13-epoxy-10,11,12,13-tetrahydrodibenzanthracene (72150-71-1,70951-82-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 8 percent / 1,2-dichloro-5,6-dicyano-1,4-benzochinone / benzene / 0.17 h / Heating

2: 80 percent / I₂, silver benzoate / benzene / 0.5 h / Heating

3: 69 percent / 1,2-dichloro-5,6-dicyano-1,4-benzochinone / dioxane / 96 h / Heating

4: 86 percent / CH₃ONa / methanol; tetrahydrofuran / 0.33 h / 60 °C

5: 56 percent / m-chloroperbenzoic acid / tetrahydrofuran / 1.5 h / Ambient temperature

With iodine; sodium methylate; silver benzoate; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; methanol; benzene;

DOI:10.1021/jo01289a037

Reference yield:

10-Bromo-10,11,12,13-tetrahydro-benzo[b]triphenylene (72100-21-1) → (+/-)-trans-10,11-dihydroxy-anti-12,13-epoxy-10,11,12,13-tetrahydrodibenzanthracene (72150-71-1,70951-82-5)

Guidance literature:

Multi-step reaction with 5 steps

1: 25 percent / DBN / tetrahydrofuran / 12 h / 0 °C

2: 80 percent / I₂, silver benzoate / benzene / 0.5 h / Heating

3: 69 percent / 1,2-dichloro-5,6-dicyano-1,4-benzochinone / dioxane / 96 h / Heating

4: 86 percent / CH₃ONa / methanol; tetrahydrofuran / 0.33 h / 60 °C

5: 56 percent / m-chloroperbenzoic acid / tetrahydrofuran / 1.5 h / Ambient temperature

With 2,6-dichloro-benzonitrile; iodine; sodium methylate; silver benzoate; 3-chloro-benzenecarboperoxoic acid; 2,3-dicyano-5,6-dichloro-p-benzoquinone; In tetrahydrofuran; 1,4-dioxane; methanol; benzene;

DOI:10.1021/jo01289a037

upstream raw materials:

(+/-)-trans-10,11-dihydroxy-10,11-dihydro-dibenzanthracene

10,11-dihydrodibenzanthracene

10-oxo-10,11,12,13-tetrahydrodibenzanthracene

10,11,12,13-Tetrahydro-benzo[b]triphenylen-10-ol