Ethyl 3-hydroxycyclohexanecarboxylate

Base Information

• Chemical Name: Ethyl 3-hydroxycyclohexanecarboxylate
• CAS No.: 94160-25-5
• Molecular Formula: C9H16 O3
• Molecular Weight: 172.224
• Hs Code.: 2918199090
• European Community (EC) Number: 303-308-6
• DSSTox Substance ID: DTXSID10916224
• Nikkaji Number: J368.935B
• Mol file: 94160-25-5.mol

Synonyms:Ethyl 3-hydroxycyclohexanecarboxylate;94160-25-5;ethyl 3-hydroxycyclohexane-1-carboxylate;Cyclohexanecarboxylic acid, 3-hydroxy-, ethyl ester;ETHYL 3-HYDROXY-CYCLOHEXANECARBOXYLATE;EINECS 303-308-6;MFCD00205586;Ethyl3-hydroxycyclohexanecarboxylate;SCHEMBL5427377;DTXSID10916224;BGAOLPQGOBDXBH-UHFFFAOYSA-N;ZB1700;AKOS016006607;PB41453;PB41906;PB48890;SB23090;SB23091;AS-37690;SY110653;Ethyl 3-hydroxycyclohexanecarboxylate, 98%;CS-0197525;3-Hydroxycyclohexanecarboxylic acid ethyl ester;A916752

Chemical Property of Ethyl 3-hydroxycyclohexanecarboxylate

Chemical Property:

• Vapor Pressure: 0.00322mmHg at 25°C
• Boiling Point: 251.4°Cat760mmHg
• Flash Point: 100.2°C
• PSA: 46.53000
• Density: 1.093g/cm³
• LogP: 1.10060
• 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: 156

Purity/Quality:

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

Ethyl 3-hydroxycyclohexanecarboxylate ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Total 1 MSDS from other Authors

Useful:

• Canonical SMILES: CCOC(=O)C1CCCC(C1)O

Technology Process of Ethyl 3-hydroxycyclohexanecarboxylate

There total 6 articles about Ethyl 3-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: 98.0%

ethyl-3-hydroxybenzoate (7781-98-8) → hydroxy-3 cyclohexane carboxylate d'ethyle (94160-25-5)

Guidance literature:

With Rh/Al₂O₃; hydrogen; In ethanol; under 3000.3 Torr;

DOI:10.1016/j.bmcl.2015.04.101

Reference yield: 74.67%

ethyl 3-oxocyclohexanecarboxylate (33668-25-6) → hydroxy-3 cyclohexane carboxylate d'ethyle (94160-25-5)

Guidance literature:

With methanol; sodium tetrahydroborate; at 0 ℃; for 2h;

Reference yield:

endo-4-iodo-6-oxabicyclo<3,2,1>octan-7-one (76140-13-1) → hydroxy-3 cyclohexane carboxylate d'ethyle (94160-25-5)

Guidance literature:

Multi-step reaction with 2 steps

1.1: palladium 10% on activated carbon; hydrogen; triethylamine / ethyl acetate / 2585.81 Torr

2.1: acetyl chloride / 0.5 h / 0 - 20 °C

2.2: 20 °C

With palladium 10% on activated carbon; hydrogen; triethylamine; acetyl chloride; In ethyl acetate;

DOI:10.1021/acs.jmedchem.1c01256

upstream raw materials:

ethyl-3-hydroxybenzoate

ethyl 3-oxocyclohexanecarboxylate

endo-4-iodo-6-oxabicyclo<3,2,1>octan-7-one

1,2,5,6-tetrahydrobenzoic acid

Downstream raw materials:

3-(3-methoxyphenyl)-7-(4-morpholinylcarbonyl)-9H-carbazole-1-carboxamide

3-(3-fluoro-4-methoxyphenyl)-7-(4-morpholinylcarbonyl)-9H-carbazole-1-carboxamide

3-hydroxycyclohexane-1-carboxylic acid

Refernces

• 1、 -. "9-SUBSTITUTED AMINO TRIAZOLO QUINAZOLINE DERIVATIVES AS ADENOSINE RECEPTOR ANTAGONISTS, PHARMACEUTICAL COMPOSITIONS AND THEIR USE". Page/Page column 54; 77. . Retrieved 2020/06/19.
• 2、 De Lucca, George V.,Shi, Qing,Liu, Qingjie,Batt, Douglas G.,Beaudoin Bertrand, Myra,Rampulla, Rick,Mathur, Arvind,Discenza, Lorell,D'Arienzo, Celia,Dai, Jun,Obermeier, Mary,Vickery, Rodney,Zhang, Yingru,Yang, Zheng,Marathe, Punit,Tebben, Andrew J.,Muckelbauer, Jodi K.,Chang, Chiehying J.,Zhang, Huiping,Gillooly, Kathleen,Taylor, Tracy,Pattoli, Mark A.,Skala, Stacey,Kukral, Daniel W.,McIntyre, Kim W.,Salter-Cid, Luisa,Fura, Aberra,Burke, James R.,Barrish, Joel C.,Carter, Percy H.,Tino, Joseph A.. "Small Molecule Reversible Inhibitors of Bruton's Tyrosine Kinase (BTK): Structure-Activity Relationships Leading to the Identification of 7-(2-Hydroxypropan-2-yl)-4-[2-methyl-3-(4-oxo-3,4-dihydroquinazolin-3-yl)phenyl]-9H-carbazole-1-carboxamide (BMS-935177)". . p. 7915 - 7935. Retrieved 2016/10/12.