Ethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate

Base Information

• Chemical Name: Ethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate
• CAS No.: 31197-69-0
• Molecular Formula: C16H22O3
• Molecular Weight: 262.349
• Hs Code.: 2918199090
• DSSTox Substance ID: DTXSID50400036
• Mol file: 31197-69-0.mol

Synonyms:31197-69-0;ethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate;ETHYL 2-CYCLOHEXYL-2-HYDROXY-PHENYLACETATE;Ethyl 2-Cyclohexyl-2-hydroxyphenylacetate;SCHEMBL290176;DTXSID50400036;OKSWMMZQZJBIKC-UHFFFAOYSA-N;FT-0668212

Chemical Property of Ethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate

Chemical Property:

• PSA: 46.53000
• LogP: 3.01760
• Storage Temp.: Refrigerator
• Solubility.: Chloroform (Slightly), Ethyl Acetate (Slightly)
• XLogP3: 3.7
• Hydrogen Bond Donor Count: 1
• Hydrogen Bond Acceptor Count: 3
• Rotatable Bond Count: 5
• Exact Mass: 262.15689456
• Heavy Atom Count: 19
• Complexity: 290

Purity/Quality:

96% ^*data from raw suppliers

Ethyl2-Cyclohexyl-2-hydroxyphenylacetate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Canonical SMILES: CCOC(=O)C(C1CCCCC1)(C2=CC=CC=C2)O
• Uses: Ethyl 2-Cyclohexyl-2-hydroxyphenylacetate (cas# 31197-69-0) is a compound useful in organic synthesis.

Technology Process of Ethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate

There total 3 articles about Ethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate 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: 93.0%

Cyclohexyl iodide (626-62-0) + hydroxy-phenyl-acetic acid ethyl ester (774-40-3,4358-88-7) → ethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate (31197-69-0)

Guidance literature:

With lithium diisopropyl amide; In tetrahydrofuran; 1.) -78 deg C, 15 min; 2.) warm up to RT, 1 h;

DOI:10.1055/s-1997-770

Reference yield: 72.0%

phenylglyoxylic acid ethyl ester (1603-79-8) + cyclohexylmagnesium bromide (931-50-0) → ethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate (31197-69-0)

Guidance literature:

In tetrahydrofuran; diethyl ether; at 0 - 20 ℃; for 3.75h;

Reference yield:

→ ethyl 2-cyclohexyl-2-hydroxy-2-phenylacetate (31197-69-0)

Guidance literature:

Methode B: Hexahydrobenzilsaeure, A., H2SO4;

upstream raw materials:

phenylglyoxylic acid ethyl ester

cyclohexylmagnesium bromide

Cyclohexyl iodide

hydroxy-phenyl-acetic acid ethyl ester

Downstream raw materials:

Cyclohexyl-hydroxy-phenyl-acetic acid 1-aza-bicyclo[2.2.2]oct-3-yl ester

Cyclohexyl phenyl ketone

oxyphenonium bromide

demethyloxyphenonium

Refernces

• 1、 Kumar, Naresh,Kaur, Kirandeep,Aeron, Shelly,Dharmarajan, Sankaranarayanan,Silamkoti, Arun D.V.,Mehta, Anita,Gupta, Suman,Chugh, Anita,Gupta, Jang B.,Salman, Mohammad,Palle, Venkata P.,Cliffe, Ian A.. "Synthesis and optimization of novel and selective muscarinic M3 receptor antagonists". . p. 5256 - 5260. Retrieved 2008/02/11.
• 2、 FUNCKE,REKKER,ERNSTING,TERSTEEGE,NAUTA. "Studies on spasmolytics. VI. The effect of structural "changes" in nitrogen-free spasmolytic esters: hexahydrobenzilic acid esters.". . p. 767 - 769. Retrieved 2007/10/05.