Ethyl 4-hydroxycyclohexanecarboxylate

Base Information

• Chemical Name: Ethyl 4-hydroxycyclohexanecarboxylate
• CAS No.: 17159-80-7
• Molecular Formula: C₉H₁₆O₃
• Molecular Weight: 172.224
• Hs Code.: 2918199090
• European Community (EC) Number: 241-215-1
• UNII: R7LV2TYU78,DYE45Z9SRP
• DSSTox Substance ID: DTXSID90169135,DTXSID001189263
• Nikkaji Number: J3.311.411G,J318.163D,J3.152.123H
• Mol file: 17159-80-7.mol

Synonyms:Ethyl 4-hydroxycyclohexanecarboxylate;17159-80-7;3618-04-0;cis-Ethyl 4-hydroxycyclohexanecarboxylate;75877-66-6;Ethyl trans-4-Hydroxycyclohexanecarboxylate;trans-ethyl 4-hydroxycyclohexanecarboxylate;ethyl 4-hydroxycyclohexane-1-carboxylate;4-Hydroxy-cyclohexanecarboxylic acid ethyl ester;Ethyl cis-4-hydroxycyclohexanecarboxylate;Cyclohexanecarboxylic acid, 4-hydroxy-, ethyl ester;trans-4-Hydroxycyclohexanecarboxylic Acid Ethyl Ester;4-Hydroxycyclohexanecarboxylic acid ethyl ester;Cyclohexanecarboxylic acid, 4-hydroxy-, ethyl ester, cis-;Cyclohexanecarboxylic acid, 4-hydroxy-, ethyl ester, trans-;DYE45Z9SRP;R7LV2TYU78;trans-Ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate;EINECS 241-215-1;cis-4-Hydroxy-cyclohexanecarboxylic acid ethyl ester;MFCD00192156;MFCD16295187;AI3-28355;ethyl (1r,4r)-4-hydroxycyclohexane-1-carboxylate;cis-4-Hydroxycyclohexane-1-carboxylic acid ethyl ester;Ethyl 4-hydroxycyclohexane carboxylate;UNII-DYE45Z9SRP;4-Carboethoxy Cyclohexanol;UNII-R7LV2TYU78;4-ethoxycarbonylcyclohexanol;UNII-D266CGU6M5;ethyl 4-hydroxycyclohexanoate;Cyclohexanecarboxylicacid, 4-hydroxy-, ethyl ester;SCHEMBL241638;SCHEMBL662522;SCHEMBL663948;D266CGU6M5;SCHEMBL15695701;SCHEMBL19783847;DTXSID90169135;DTXSID001189263;Ethyl4-hydroxycyclohexanecarboxylate;BCP30884;Ethyl 4-hydroxycyclohexanecaboxylate;Ethyl 4-hydroxycyclohexylcarboxylate;ethyl-4-hydroxycyclohexanecarboxylate;AC-496;AM9678;AM9681;MFCD23701492;ethyl 4-hydroxycyclohexane-carboxylate;AKOS015855262;AKOS015903755;AKOS016009058;AC-5139;CS-W008169;ethyl-4-hydroxy-cyclohexane carboxylate;SB38620;trans-ethyl4-hydroxycyclohexanecarboxylate;AS-18158;AS-75610;DS-11436;Ethyl 4-Hydroxy Cyclo Hexane Carboxylate;SY011568;SY028026;trans ethyl 4-hydroxycyclohexanecarboxylate;trans ethyl 4-hydroxycyclohexane carboxylate;CS-0020233;E0838;FT-0687390;FT-0699771;FT-0700055;EN300-91667;(1r,4r)-Ethyl 4- hydroxycyclohexanecarboxylate;F21258;H11890;EN300-7392169;EN300-7936192;trans-4-HydroxycyclohexanecarboxylicAcidEthylEster;4-hydroxy cyclo-hexane carboxylic acid ethyl ester;A854626;A881918;Ethyl 4-hydroxycyclohexanecarboxylate, cis + trans;4-hydroxy-cyclohexane-1-carboxylic acid ethyl ester;J-010742;J-521030;trans-4-hydroxycyclohexane carboxylic acid ethyl ester;Not available;trans-Ethyl 4-hydroxycyclohexanecarboxylate;4beta-Hydroxycyclohexane-1beta-carboxylic acid ethyl ester;ETHYL (1S,4S)-4-HYDROXYCYCLOHEXANE-1-CARBOXYLATE;Ethyl 4-hydroxycyclohexanecarboxylate pound>>Cyclohexanecarboxylicacid, 4-hydroxy-, ethyl ester

Chemical Property of Ethyl 4-hydroxycyclohexanecarboxylate

Chemical Property:

• Vapor Pressure: 0.00322mmHg at 25°C
• Refractive Index: n20/D 1.466(lit.)
• Boiling Point: 251.411 °C at 760 mmHg
• PKA: 14.98±0.40(Predicted)
• Flash Point: 100.193 °C
• PSA: 46.53000
• Density: 1.093 g/cm³
• LogP: 1.10060
• Storage Temp.: Keep in dark place,Sealed in dry,Room Temperature
• Water Solubility.: Not miscible or difficult to mix in water.
• XLogP3: 1
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 3
• Exact Mass: 172.109944368
• Heavy Atom Count: 12
• Complexity: 148

Purity/Quality:

99% ^*data from raw suppliers

Ethyl4-Hydroxycyclohexanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s): Xi
• Hazard Codes: Xi
• Statements: 36/37/38
• Safety Statements: 26-36

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1CCC(CC1)O
• Uses: Ethyl 4-hydroxycyclohexanecarboxylate, cis + trans is used in the synthesis of other chemicals and as pharmaceutical intermediate.

Technology Process of Ethyl 4-hydroxycyclohexanecarboxylate

There total 13 articles about Ethyl 4-hydroxycyclohexanecarboxylate 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: 100.0%

ethanol (64-17-5) + 4-hydroxycyclohexanecarboxylic acid (3685-22-1,3685-26-5,17419-81-7) → 4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7)

Guidance literature:

ethanol; 4-hydroxycyclohexanecarboxylic acid; With sulfuric acid; for 16h; Heating / reflux;

With water; sodium carbonate; In ethanol;

Reference yield: 100.0%

Ethyl 4-hydroxybenzoate (120-47-8) → 4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7)

Guidance literature:

With hydrogen; Rh/Al₂O₃; In ethanol; at 20 ℃; for 20h; under 3800 Torr;

DOI:10.1248/bpb.18.407

Reference yield: 99.0%

ethyl 4-oxocyclohexane-1-carboxylate (17159-79-4) → 4-hydroxycyclohexyl carboxylic acid ethyl ester (3618-04-0,75877-66-6,17159-80-7)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 - 20 ℃; for 1h;

DOI:10.1021/acs.jmedchem.6b00908

upstream raw materials:

Ethyl 4-hydroxybenzoate

ethyl 4-oxocyclohexane-1-carboxylate

ethanol

4-hydroxycyclohexanecarboxylic acid

Downstream raw materials:

4-chloro-1-cyclohexanecarboxylic acid chloride

cis-pentamethylbenzyl 4-hydroxycyclohexanecarboxylate

4-hydroxycyclohexanecarboxylic acid

4-fluoro-cyclohexanecarboxylic acid pentamethylphenylmethyl ester

Refernces

• 1、 Jiang, Xinglong,Lee, George T.,Villhauer, Edwin B.,Prasad, Kapa,Prashad, Mahavir. "A scalable synthesis of a 1,7-naphthyridine derivative, a PDE-4 inhibitor". . p. 883 - 889. Retrieved 2010.
• 2、 Rabal, Obdulia,Sánchez-Arias, Juan A.,Cuadrado-Tejedor, Mar,De Miguel, Irene,Pérez-González, Marta,García-Barroso, Carolina,Ugarte, Ana,Estella-Hermoso De Mendoza, Ander,Sáez, Elena,Espelosin, Maria,Ursua, Susana,Haizhong, Tan,Wei, Wu,Musheng, Xu,Garcia-Osta, Ana,Oyarzabal, Julen. "Design, Synthesis, and Biological Evaluation of First-in-Class Dual Acting Histone Deacetylases (HDACs) and Phosphodiesterase 5 (PDE5) Inhibitors for the Treatment of Alzheimer's Disease". supporting information. p. 8967 - 9004. Retrieved 2016/10/22.
• 3、 Kuethe, Jeffrey T.,Janey, Jacob M.,Truppo, Matthew,Arredondo, Juan,Li, Tao,Yong, Kelvin,He, Shuwen. "A biocatalytic/reductive etherification approach to substituted piperidinyl ethers". . p. 4563 - 4570. Retrieved 2014/06/10.