5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE

Base Information

• Chemical Name: 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE
• CAS No.: 1774-12-5
• Molecular Formula: C13H14 O3
• Molecular Weight: 218.252
• Hs Code.: 2914509090
• Mol file: 1774-12-5.mol

Synonyms:1,3-Cyclohexanedione,5-(p-methoxyphenyl)- (6CI,7CI,8CI); 5-(4-Methoxyphenyl)-1,3-cyclohexanedione;5-(4'-Methoxyphenyl)cyclohexane-1,3-dione;5-(p-Methoxyphenyl)-1,3-cyclohexanedione; NSC 405978

Chemical Property of 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE

Chemical Property:

• Vapor Pressure: 1.98E-06mmHg at 25°C
• Melting Point: 179.5-183.5 °C(lit.)
• Boiling Point: 394.4°C at 760 mmHg
• Flash Point: 177.4°C
• PSA: 43.37000
• Density: 1.163g/cm³
• LogP: 2.10090

Purity/Quality:

98%,99%, ^*data from raw suppliers

5-(4-methoxyphenyl)cyclohexane-1,3-dione ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

Technology Process of 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-DIONE

There total 12 articles about 5-(4-METHOXY-PHENYL)-CYCLOHEXANE-1,3-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: 77.0%

4-(p-methoxyphenyl)-3-butene-2-one (943-88-4) + diethyl malonate (105-53-3) → 5-(4-methoxyphenyl)-1,3-cyclohexanedione (1774-12-5)

Guidance literature:

diethyl malonate; With sodium ethanolate; at 20 ℃; for 0.333333h; Inert atmosphere;

4-(p-methoxyphenyl)-3-butene-2-one; In ethanol; at 100 ℃; for 12h; Inert atmosphere;

With sodium hydroxide; In ethanol; water; at 120 ℃; for 2h; Inert atmosphere;

DOI:10.1021/acs.joc.6b03037

Reference yield: 60.0%

malonic acid dimethyl ester (108-59-8) + 4-(4-methoxyphenyl)-3-buten-2-one (3815-30-3) → 5-(4-methoxyphenyl)-1,3-cyclohexanedione (1774-12-5)

Guidance literature:

malonic acid dimethyl ester; 4-(4-methoxyphenyl)-3-buten-2-one; With sodium methylate; In methanol; for 1h; Reflux;

With hydrogenchloride; sodium hydroxide; In water; for 2h; Reflux;

Reference yield:

4-methoxy-benzaldehyde (123-11-5) → 5-(4-methoxyphenyl)-1,3-cyclohexanedione (1774-12-5)

Guidance literature:

Multi-step reaction with 2 steps

1: sodium hydroxide / Acidic conditions

2: sodium ethanolate / Heating

With sodium ethanolate; sodium hydroxide;

DOI:10.1002/jhet.764

upstream raw materials:

ethyl 6-(p-methoxyphenyl)-2,4-dioxocyclohexane-1-carboxylate

2-(4-methoxy-phenyl)-4,6-dioxo-cyclohexane-1,3-dicarboxylic acid diethyl ester

4-(p-methoxyphenyl)-3-butene-2-one

diethyl malonate

Downstream raw materials:

3-chloro-5-(4-methoxyphenyl)-cyclohex-2-enone

3-acetoxy-5-(4-methoxy-phenyl)-cyclohex-2-enone

7-chloro-3,4-dihydro-10-hydroxy-3-(4-methoxyphenyl)-1,9(2H,10H)-acridinedione

Refernces

• 1、 -. "Tetrahydroquinazoline derivatives and pharmaceutical composition for preventing or treating psoriasis comprising the same". . . Retrieved 2020/11/06.
• 2、 El-Deeb, Ibrahim Yussif,Funakoshi, Tatsuya,Shimomoto, Yuya,Matsubara, Ryosuke,Hayashi, Masahiko. "Dehydrogenative Formation of Resorcinol Derivatives Using Pd/C-Ethylene Catalytic System". . p. 2630 - 2640. Retrieved 2017/03/14.