Diethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylate

Base Information

• Chemical Name: Diethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylate
• CAS No.: 17572-39-3
• Molecular Formula: C19H24O6
• Molecular Weight: 348.396
• Hs Code.: 2918990090
• NSC Number: 140610
• DSSTox Substance ID: DTXSID80938695
• Nikkaji Number: J1.855.070I
• ChEMBL ID: CHEMBL1450007
• Mol file: 17572-39-3.mol

Synonyms:diethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylate;17572-39-3;MLS000120845;Diethyl 4-hydroxy-4-methyl-6-oxo-2-phenyl-1,3-cyclohexanedicarboxylate;1,3-Cyclohexanedicarboxylic acid, 4-hydroxy-4-methyl-6-oxo-2-phenyl-, diethyl ester;4-Hydroxy-4-methyl-6-oxo-2-phenyl-cyclohexane-1,3-dicarboxylic acid diethyl ester;SMR000118258;NSC140610;Oprea1_003950;Oprea1_858176;cid_98466;CHEMBL1450007;BDBM41582;DTXSID80938695;HMS2341P04;MFCD00380822;STK397418;AKOS000314141;CCG-104255;NSC 140610;NSC-140610;s10334;UPCMLD0ENAT5763119:001;NCGC00245113-01;AS-54466;LS-56783;CS-0299036;EU-0068526;FT-0716892;A881561;SR-01000403329;SR-01000403329-1;Z57282787;F1284-0440;2,4-diethoxycarbonyl-5-hydroxy-5-methyl-3-phenylcyclohexanone;diethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarbox-ylate;diethyl4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylate;2-Phenyl-4-hydroxy-4-methyl-6-oxocyclohexane-1,3-dicarboxylic acid diethyl ester;4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylic acid diethyl ester;4-hydroxy-6-keto-4-methyl-2-phenyl-cyclohexane-1,3-dicarboxylic acid diethyl ester;diethyl 4-methyl-4-oxidanyl-6-oxidanylidene-2-phenyl-cyclohexane-1,3-dicarboxylate

Chemical Property of Diethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylate

Chemical Property:

• Vapor Pressure: 3.64E-10mmHg at 25°C
• Melting Point: 155-158℃ (ethanol )
• Boiling Point: 483.6°Cat760mmHg
• Flash Point: 167.4°C
• PSA: 89.90000
• Density: 1.198g/cm³
• LogP: 1.85260
• Storage Temp.: 2-8°C
• XLogP3: 2.3
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 6
• Rotatable Bond Count: 7
• Exact Mass: 348.15728848
• Heavy Atom Count: 25
• Complexity: 510

Purity/Quality:

99% ^*data from raw suppliers

Diethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylate 95+% ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

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

Technology Process of Diethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-1,3-dicarboxylate

There total 25 articles about Diethyl 4-hydroxy-4-methyl-6-oxo-2-phenylcyclohexane-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: 95.0%

ethyl acetoacetate (141-97-9) + benzaldehyde (100-52-7) → 2,4-diethoxycarbonyl-5-hydroxy-5-methyl-3-phenylcyclohexanone (17572-39-3)

Guidance literature:

With piperidine; In ethanol; for 0.0166667h; microwave irradiation;

Reference yield: 48.0%

ethyl acetoacetate (141-97-9) + benzaldehyde (100-52-7) + benzylamine (100-46-9) → 2,4-diethoxycarbonyl-5-hydroxy-5-methyl-3-phenylcyclohexanone (17572-39-3) + Diethyl 2,6-dimethyl-4-phenyl-1,4-dihydropyridine-3,5-dicarboxylate (1165-06-6) + diethyl 1-benzyl-1,4-dihydro-2,6-dimethyl-4-phenylpyridine-3,5-dicarboxylate (66439-03-0) + N-benzyl-2,4-dicarbethoxy-5-methyl-3-phenylaniline

Guidance literature:

for 24h; Heating;

DOI:10.1002/jhet.5570390601

Reference yield: 29.0%

2-phenyl-4,4,6-trimethyltetrahydro-(2H)-1,3-oxazine (31771-33-2) + ethyl acetoacetate (141-97-9) → 2,4-diethoxycarbonyl-5-hydroxy-5-methyl-3-phenylcyclohexanone (17572-39-3)

Guidance literature:

With aluminum oxide; zinc(II) chloride; for 96h; Ambient temperature;

DOI:10.1016/0040-4020(96)00879-4

upstream raw materials:

piperidine

ethyl 2-benzylidene acetoacetate

ethanol

ethyl acetoacetate

Downstream raw materials:

5-(3-Chloro-phenylcarbamoyl)-2-hydroxy-2-methyl-4-oxo-6-phenyl-cyclohexanecarboxylic acid ethyl ester

3-methyl-5-phenyl-2-cyclohexen-1-one

3,9-Dimethyl-6-oxo-7-phenyl-5,6,7,8-tetrahydro-phenanthridine-8-carboxylic acid ethyl ester

diethyl 4-hydroxy-4-methyl-2-phenyl-6-semicarbazonocyclohexane-1,3-dicarboxylate

Refernces

• 1、 Chen, Chao-Yue,Zhang, Xiao-Mei,Shi, Jian-Jun,He, Jie. "Synthesis of highly functionalized 3,4-cyclohexane-annelated coumarins". . p. 583 - 593. Retrieved 2015/03/04.
• 2、 Amirthaganesan, Shanmugasundaram,Aridoss, Gopalakrishnan,Park, Young Hwan,Kim, Jong Su,Son, Se Mo,Jeong, Yeon Tae. "A facile synthesis of 4-aryl-5-alkoxycarbonyl-6-hydroxy-6-methyl-4,5,6,7-tetrahydro-3-hydroxy-2-(pyridin-2-yl)-indazoles and their nmr characterizations". . p. 537 - 554. Retrieved 2008/09/20.