Diethyl 2-(4-chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate

Base Information

• Chemical Name: Diethyl 2-(4-chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate
• CAS No.: 294194-13-1
• Molecular Formula: C₁₉H₂₃ClO₆
• Molecular Weight: 382.841
• European Community (EC) Number: 925-360-4
• DSSTox Substance ID: DTXSID401129338
• Nikkaji Number: J2.700.781C
• Mol file: 294194-13-1.mol

Synonyms:Oprea1_141225;Oprea1_280628;294194-13-1;DTXSID401129338;STK392536;AKOS000653120;CCG-104266;WAY-299777;diethyl 2-(4-chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate;EU-0001919;AB00086600-01;SR-01000403376;SR-01000403376-1;1,3-Diethyl 2-(4-chlorophenyl)-4-hydroxy-4-methyl-6-oxo-1,3-cyclohexanedicarboxylate;2-(4-Chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylic acid diethyl ester

Chemical Property of Diethyl 2-(4-chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate

Chemical Property:

• XLogP3: 2.9
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 382.1183161
• Heavy Atom Count: 26
• Complexity: 542

Purity/Quality:

95%+ or 98%+ ^*data from raw suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

• Canonical SMILES: CCOC(=O)C1C(C(C(CC1=O)(C)O)C(=O)OCC)C2=CC=C(C=C2)Cl

Technology Process of Diethyl 2-(4-chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate

There total 1 articles about Diethyl 2-(4-chlorophenyl)-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylate 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: 82.0%

ethyl acetoacetate (141-97-9) + 4-chlorobenzaldehyde (104-88-1) → 2-(4-Chloro-phenyl)-4-hydroxy-4-methyl-6-oxo-cyclohexane-1,3-dicarboxylic acid diethyl ester (294194-13-1)

Guidance literature:

With Indion 860; In ethanol; at 80 ℃; for 15h; Green chemistry;

DOI:10.1039/c2ra23039a

Reference yield: 84.0%

2-(4-Chloro-phenyl)-4-hydroxy-4-methyl-6-oxo-cyclohexane-1,3-dicarboxylic acid diethyl ester (294194-13-1) → ethyl 4-(4-chlorophenyl)-6-hydroxy-6-methyl-3-oxo-2,3,4,5,6,7-hexahydro-1H-indazole-5-carboxylate (1212128-86-3,1586815-04-4)

Guidance literature:

With hydrazine hydrate; In ethanol; at 80 ℃; for 12h; Green chemistry;

DOI:10.1080/00397911.2013.844260

Reference yield: 73.0%

N'-(2-chloropropyl)ethane-1,2-diamine (1416450-69-5) + 2-(4-Chloro-phenyl)-4-hydroxy-4-methyl-6-oxo-cyclohexane-1,3-dicarboxylic acid diethyl ester (294194-13-1) → C24H34Cl2N2O5 (1416450-49-1)

Guidance literature:

In ethanol; at 80 ℃; for 10h; regioselective reaction;

DOI:10.1016/j.molstruc.2012.08.006

upstream raw materials:

ethyl acetoacetate

4-chlorobenzaldehyde

Downstream raw materials:

5-(4-chlorophenyl)-3-methylcyclohex-2-enone

6-(4-chlorophenyl)-2-methyl-4-oxo-cyclohex-2-enecarboxylic acid ethyl ester

5-(4-chloro-phenyl)-3-methyl-cyclohex-2-enone oxime

C₂₄H₃₄Cl₂N₂O₅