6125-73-1

Usage

InChI:InChI=1/C11H21N/c1-3-10(4-2)12-11-8-6-5-7-9-11/h11H,3-9H2,1-2H3

Upstream product

• 108-91-8 cyclohexylamine 
• 96-22-0 pentan-3-one 
• 55969-53-4 Cyclohexyl-[1-methyl-prop-(Z)-ylidene]-amine 
• 74-88-4 methyl iodide 
• 6407-36-9 N-isopropyliden-cyclohexyl amine 

Downstream Products

• 6125-87-7 2-cyclohexyl-3-ethyl-4-methyl-2H-isothiazole-5-thione 
• 63323-26-2 4,6-dimethyl-oct-7-en-3-one 
• 51609-04-2 N-(pentan-3-yl)cyclohexylamine 
• 162490-88-2 endo-β-Sordidin 
• 162490-88-2 exo-β-Sordidin 
• 162490-88-2 (+/-)-sordidin 
• 162490-88-2 (+/-)-7-episordidin 
• 628-92-2 Cycloheptene 
• 96775-63-2 2-cyclohexyl-3-ethyl-4-methyl-5-methylsulfanyl-isothiazolium; iodide 
• 72598-35-7 (-)-serricornin 
• 72522-40-8 (4R,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone 
• 14035-57-5 5-Hydroxy-4-methyl-5,5-diphenyl-pentyliden-2-cyclohexylamin 

Relevant academic research and scientific papers

A practical enantioselective synthesis of the cigarette beetle sex pheromone serricornin

(4RS,6S,7S)-7-hydroxy-4,6-dimethyl-3-nonanone (serricornin and its C4- epimer) may be prepared from oxazolidinone 5 in 8 steps with an overall yield of 33%.

Reduction of Schiff Bases with Isopropyl Alcohol and Aluminum Isopropoxide in the Presence of Raney Nickel

The reduction of several N-alkyl and N-aryl ketimines to the corresponding secondary amines is described.The reaction, which generally proceeds in high yield, is effected by isopropyl alcohol and aluminium isopropoxide in the presence of Raney nickel.In the absence of the nickel catalyst, that is, under the Meerwein-Ponndorf-Verley conditions, the reaction takes a different route and N-isopropylamines are formed at preference to the direct reduction products.Without the aluminum alkoxide the reduction proceeds only for a small percentage.This reaction, besides offering a new method for the synthesis of secondary amines, represents the first example where the couple aluminum alkoxide/Raney nicel is used in catalytic transfer hydrogenation reactions.

Factors Controlling Regioselectivity in Deprotonations of Unsymmetrical Ketimines

The regioselectivity of deprotonation of equilibrium E-Z mixtures of the benzyl, n-butyl, cyclohexyl, phenyl, and tert-butyl imines of 2-butanone by lithium diisopropylamide (LDA) in tetrahydrofuran has been shown to be a function of both the nitrogen substituent and the temperature of the deprotonation reaction.High regioselectivity at either the methyl or methylene substituent could be obtained for all imines except the benzyl and n-butyl imines.Pure (Z)-2-butanone imines (R = n-C4H9, c-C6H11, t-C4H9), prepared by LDA deprotonation of acetone imines followed by methylation, were deprotonated by LDA at the methyl position at -78 deg C and at 0 deg C.Studies of the rates of deprotonation of the E and Z isomers of n-butyl, cyclohexyl, and tert-butyl imines of 2-butanone and of the rates and mechanisms of isomerizations of these isomeric ketimines were performed.Temperature dependent deprotonation regioselectivity was also observed in lithium diethylamide deprotonations of the benzyl, cyclohexyl, phenyl, and tert-butyl imines of 2-butanone.A general scheme accounting for these results and other accounts of variable regioselectivity in ketimine deprotonation is presented.