Cyclohexanebutanol, 1-hydroxy-

Base Information

• Chemical Name: Cyclohexanebutanol, 1-hydroxy-
• CAS No.: 57740-07-5
• Molecular Formula: C10H20O2
• Molecular Weight: 172.268
• Mol file: 57740-07-5.mol

Synonyms:

Chemical Property of Cyclohexanebutanol, 1-hydroxy-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

Useful:

Technology Process of Cyclohexanebutanol, 1-hydroxy-

There total 14 articles about Cyclohexanebutanol, 1-hydroxy- 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: 99.0%

1-oxa-spiro[5.5]undecan-2-one (4481-78-1) + 6-(but-3-en-1-yl)tetrahydro-2H-pyran-2-one (32764-97-9,112607-04-2,112607-31-5,112607-32-6) → 1-(4-hydroxybutyl)cyclohexan-1-ol (57740-07-5) + non-8-ene-1,5-diol (198637-27-3)

Guidance literature:

With samarium diiodide; water; triethylamine; In tetrahydrofuran; at 20 ℃; for 4h; Inert atmosphere;

DOI:10.1039/c2ob00017b

Reference yield: 78.0%

6-bromo-1-((3-buten-1-yl)dimethylsilyl)-1-hexanone (849066-96-2) → 1-(4-hydroxybutyl)cyclohexan-1-ol (57740-07-5) + 1-(But-3-enyl-dimethyl-silanyl)-hexan-1-one + But-3-enyl-cyclohexyloxy-dimethyl-silane

Guidance literature:

6-bromo-1-((3-buten-1-yl)dimethylsilyl)-1-hexanone; With 2,2'-azobis(isobutyronitrile); tri-n-butyl-tin hydride; In benzene; at 80 ℃;

With dihydrogen peroxide; potassium hydrogencarbonate; In tetrahydrofuran; methanol; at 66 ℃; for 19h;

DOI:10.1016/j.tet.2004.12.053

Reference yield: 68.0%

(4-chlorobutoxy)benzene (2651-46-9) + cyclohexanone (108-94-1,11119-77-0,9003-41-2,9075-99-4) → 1-(4-hydroxybutyl)cyclohexan-1-ol (57740-07-5) + 1-[4-(1-hydroxycyclohexyl)butyl]cyclohexanol (74347-26-5)

Guidance literature:

(4-chlorobutoxy)benzene; With di(tert-butyl)-biphenyl; lithium; In tetrahydrofuran; at -78 ℃; for 0.5h;

cyclohexanone; at 20 ℃; for 1.5h;

cyclohexanone; at -78 ℃; for 0.0833333h; Further stages.;

DOI:10.1021/jo000039m

upstream raw materials:

1-<1-Hydroxy-cyclohexyl>-butin-(1)-ol-(4)

3,4,5,6-tetrahydro-2H-pyran-2-one

pentamethylenebis(magnesium bromide)

6-bromo-1-((3-buten-1-yl)dimethylsilyl)-1-hexanone

Downstream raw materials:

1-oxa-spiro[5.5]undecan-2-one

Refernces

• 1、 Szostak, Michal,Collins, Karl D.,Fazakerley, Neal J.,Spain, Malcolm,Procter, David J.. "A general electron transfer reduction of lactones using SmI 2-H2O". supporting information; experimental part. p. 5820 - 5824. Retrieved 2012/08/28.
• 2、 Foubelo, Francisco,Saleh, Sadiq A.,Yus, Miguel. "3-chloropropyl and 4-chlorobutyl phenyl ethers as sources of 1,3-dilithiopropane and 1,4-dilithiobutane: Sequential reaction with carbonyl compounds". . p. 3478 - 3483. Retrieved 2007/10/03.