Cyclohexanol, 1-butyl-4-(1,1-dimethylethyl)-, cis-

Base Information

• Chemical Name: Cyclohexanol, 1-butyl-4-(1,1-dimethylethyl)-, cis-
• CAS No.: 79928-58-8
• Molecular Formula: C₁₄H₂₈O
• Molecular Weight: 212.376
• Mol file: 79928-58-8.mol

Synonyms:

Chemical Property of Cyclohexanol, 1-butyl-4-(1,1-dimethylethyl)-, cis-

Chemical Property:

Purity/Quality:

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

Technology Process of Cyclohexanol, 1-butyl-4-(1,1-dimethylethyl)-, cis-

There total 7 articles about Cyclohexanol, 1-butyl-4-(1,1-dimethylethyl)-, cis- 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:

butyl magnesium bromide (693-04-9) + 4-tercbutyl-cyclohexanone (98-53-3) → 4-(tert-butyl)-1-butylcyclohexanol (53188-79-7,79928-59-9,79928-58-8)

Guidance literature:

butyl magnesium bromide; With zinc(II) chloride; In tetrahydrofuran; at 20 ℃; for 1h; Inert atmosphere;

4-tercbutyl-cyclohexanone; In tetrahydrofuran; at 0 ℃; for 2h;

With ammonium chloride; In tetrahydrofuran; water; Saturated solution;

DOI:10.1016/j.tet.2012.06.083

Reference yield:

n-butyl magnesium bromide (693-03-8) + 4-tercbutyl-cyclohexanone (98-53-3) → 4-(tert-butyl)-1-butylcyclohexanol (53188-79-7,79928-59-9,79928-58-8) + trans-1-butyl-4-tert-butylcyclohexanol (79928-59-9)

Guidance literature:

In diethyl ether; toluene; at -78 ℃; for 2h; Yield given. Yields of byproduct given;

DOI:10.1021/ja00219a038

Reference yield:

1-iodo-butane (542-69-8) + 4-tercbutyl-cyclohexanone (98-53-3) → 4-(tert-butyl)-1-butylcyclohexanol (53188-79-7,79928-59-9,79928-58-8) + trans-1-butyl-4-tert-butylcyclohexanol (79928-59-9)

Guidance literature:

With (η5-C5H5)2Sm; oxonium; In tetrahydrofuran; for 1h; Title compound not separated from byproducts; Ambient temperature;

DOI:10.1016/S0022-328X(00)99769-9

upstream raw materials:

n-butyllithium

4-tercbutyl-cyclohexanone

n-butylcerium dichloride

n-butyl magnesium bromide

Downstream raw materials:

1-n-butyl-4-tert-butyl-1-cyclohexene

C₁₄H₂₈O₂

Refernces

• 1、 Greeves, Nicholas,Lyford, Lisa,Elizabeth Pease. "Ligand effects on diastereoselective addition of organocerium reagents to aldehydes and cyclic ketones". . p. 285 - 288. Retrieved 2007/10/02.
• 2、 Reetz, Manfred T.,Haning, Helmut,Stanchev, Stephan. "Ligand effects in selective carbonyl addition reactions of organomanganese and cerium reagents". . p. 6963 - 6966. Retrieved 2007/10/02.