cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone

Base Information

• Chemical Name: cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone
• CAS No.: 1203609-10-2
• Molecular Formula: C₂₂H₁₉ClO₂
• Molecular Weight: 350.845
• Mol file: 1203609-10-2.mol

Synonyms:cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone

Chemical Property of cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone

There total 12 articles about cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone 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:

cis-2-(4-(4-chlorophenyl)cyclohexyl)naphthalen-1-ol (1409957-10-3) → cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone (1203609-10-2)

Guidance literature:

With sulfuric acid; sodium nitrite; In 1,4-dioxane; water; at 5 - 80 ℃; for 2h; Product distribution / selectivity;

Reference yield:

cyclohexanedione monoethylene ketal (4746-97-8) → cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone (1203609-10-2)

Guidance literature:

Multi-step reaction with 11 steps

1.1: magnesium / iodine / tetrahydrofuran / 50 °C / Inert atmosphere

1.2: 1 h / 40 - 50 °C

2.1: toluene-4-sulfonic acid / toluene; ethylene glycol / 6 h / 110 °C

3.1: hydrogen / 3% Pd/C / ethyl acetate / 7 h / 20 °C / 3677.86 - 5149.01 Torr

4.1: toluene-4-sulfonic acid / water; acetone / 3 h / 70 °C

5.1: titanium tetrachloride / dichloromethane / -35 - 0 °C / Inert atmosphere

5.2: 1 h / -55 °C / Inert atmosphere

6.1: toluene-4-sulfonic acid / toluene / 2 h / 60 °C

7.1: hydrogen / platinum(IV) oxide / acetone / 20 °C / 3677.86 Torr

8.1: bromine; acetic acid / diethyl ether / 0 - 25 °C

9.1: potassium tert-butylate / 1,2-dimethoxyethane / 1.5 h / 40 - 80 °C

10.1: cyclohexane / 1 h / Resolution of racemate

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

With sulfuric acid; potassium tert-butylate; hydrogen; bromine; titanium tetrachloride; toluene-4-sulfonic acid; magnesium; acetic acid; sodium nitrite; platinum(IV) oxide; 3% Pd/C; iodine; In tetrahydrofuran; 1,4-dioxane; 1,2-dimethoxyethane; diethyl ether; dichloromethane; cyclohexane; water; ethylene glycol; ethyl acetate; acetone; toluene; 5.1: Mukaiyama aldol condensation / 5.2: Mukaiyama aldol condensation;

Reference yield:

4-(4-chlorophenyl)cyclohexan-1-one (14472-80-1) → cis-2-[4-(4-chlorophenyl)cyclohexyl]-1,4-naphthoquinone (1203609-10-2)

Guidance literature:

Multi-step reaction with 7 steps

1.1: titanium tetrachloride / dichloromethane / -35 - 0 °C / Inert atmosphere

1.2: 1 h / -55 °C / Inert atmosphere

2.1: toluene-4-sulfonic acid / toluene / 2 h / 60 °C

3.1: hydrogen / platinum(IV) oxide / acetone / 20 °C / 3677.86 Torr

4.1: bromine; acetic acid / diethyl ether / 0 - 25 °C

5.1: potassium tert-butylate / 1,2-dimethoxyethane / 1.5 h / 40 - 80 °C

6.1: cyclohexane / 1 h / Resolution of racemate

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

With sulfuric acid; potassium tert-butylate; hydrogen; bromine; titanium tetrachloride; toluene-4-sulfonic acid; acetic acid; sodium nitrite; platinum(IV) oxide; In 1,4-dioxane; 1,2-dimethoxyethane; diethyl ether; dichloromethane; cyclohexane; water; acetone; toluene; 1.1: Mukaiyama aldol condensation / 1.2: Mukaiyama aldol condensation;

upstream raw materials:

cyclohexanedione monoethylene ketal

4-(4-chlorophenyl)cyclohexan-1-one

bromochlorobenzene

8-(4-chlorophenyl)-1,4-dioxaspiro[4.5]decan-8-ol

Downstream raw materials:

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

cis-2-[4-(4-chlorophenyl)cyclohexyl]-3-hydroxy-1,4-naphthalenedione

cis-2-[4-(4-chlorophenyl)cyclohexyl]-3-chloro-1,4-naphthoquinone

Refernces