cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-dione

Base Information

• Chemical Name: cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-dione
• CAS No.: 1409957-21-6
• Molecular Formula: C₂₂H₁₉ClO₃
• Molecular Weight: 366.844
• Mol file: 1409957-21-6.mol

Synonyms:cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-dione

Chemical Property of cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-dione

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-dione

There total 2 articles about cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-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: 96.0%

cis/trans-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1,4-dione (1203609-11-3) → cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-dione (1409957-21-6)

Guidance literature:

With dihydrogen peroxide; sodium carbonate; In 1,4-dioxane; for 0.5h; Reflux;

Reference yield:

cis/trans-2-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1-ol (1409956-99-5) → cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-dione (1409957-21-6)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium nitrite; sulfuric acid / 1,4-dioxane; water / 2 h / 5 - 80 °C

2: sodium carbonate; dihydrogen peroxide / 1,4-dioxane / 0.5 h / Reflux

With sulfuric acid; dihydrogen peroxide; sodium carbonate; sodium nitrite; In 1,4-dioxane; water;

Reference yield: 74.0%

cis/trans-1a-(4-(4-chlorophenyl)cyclohexyl)naphtho[2,3-b]oxyrene-2,7(1aH,7aH)-dione (1409957-21-6) → atovaquone (95233-18-4)

Guidance literature:

With sulfuric acid; at 20 ℃; for 5h; Green chemistry;

upstream raw materials:

cis/trans-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1,4-dione

cis/trans-2-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1-ol

Downstream raw materials:

atovaquone

atovaquone

Refernces

• 1、 Roy, Bhairab N,Singh, Girij P,Lathi, Piyush S,Agrawal, Manoj K,Mitra, Rangan,Trivedi, Anurag. "A novel process for synthesis of atovaquone". . p. 1299 - 1312. Retrieved 2014/01/06.