1563-91-3

Usage

InChI:InChI=1/C14H25NO/c1-12(16)15(13-8-4-2-5-9-13)14-10-6-3-7-11-14/h13-14H,2-11H2,1H3

Upstream product

• 463-51-4 Ketene 
• 101-83-7 N-cyclohexyl-cyclohexanamine 
• 75-09-2 dichloromethane 
• 201230-82-2 carbon monoxide 
• 75-36-5 acetyl chloride 
• 927-80-0 1-ethoxyacetylene 
• 7560-83-0 N-Methyldicyclohexylamine 
• 108-24-7 acetic anhydride 

Downstream Products

• 16803-28-4 N-Cyclohexyl-N-(4-oxo-cyclohexyl)-acetamid 
• 16803-32-0 N-Cyclohexyl-N-(4-oxo-cycloheptyl)-acetamid 
• 98584-24-8 {ThBr₃(CH₃CON(C₆H₁₁)2)2((CH₂)4O)}⁽¹⁺⁾*Br^(1-)={ThBr₃(CH₃CON(C₆H₁₁)2)2((CH₂)4O)}Br 
• 1314172-10-5 N,N-dicyclohexyl-1,1-dideutrioethylamine 
• 93267-71-1 tetrakis(dicyclohexylacetamide)tetraisothiocyanatothorium(IV) 
• 93267-70-0 tris(dicyclohexylacetamide)tetraisothiocyanatouranium(IV) 
• 93267-74-4 tris(dicyclohexylacetamide)dichlorodiisothiocyanatouranium(IV) 
• 93267-72-2 tetrakis(dicyclohexylacetamide)tetraisothiocyanatouranium(IV) 
• 144071-76-1 tris(dicyclohexylacetamide)dichlorodiisothiocyanatothorium(IV) 
• 98538-68-2 {ThBr₄(CH₃CON(C₆H₁₁)2)2} 
• 98538-69-3 {ThBr₃(CH₃CON(C₆H₁₁)2)3}⁽¹⁺⁾*Br^(1-)={ThBr₃(CH₃CON(C₆H₁₁)2)3}Br 

Relevant academic research and scientific papers

The copper-catalyzed aerobic oxidative amidation of tertiary amines

A general and efficient method for the synthesis of tertiary amides has been developed via the copper-catalyzed aerobic oxidative amidation of tertiary amines. Due to the use of the O2 oxidant, various functional groups were well tolerated under the present conditions. Extensive substrates studies demonstrated its potential as a practical approach for the synthesis of tertiary amides.

Generation and trapping of ketenes in flow

Ketenes were generated by the thermolysis of alkoxyalkynes under flow conditions, and then trapped with amines and alcohols to cleanly give amides and esters. For a 10 min reaction time, temperatures of 180, 160, and 140 °C were required for >95% conversion of EtO, iPrO, and tBuO alkoxyalkynes, respectively. Variation of the temperature and flow rate with inline monitoring of the output by IR spectroscopy allowed the kinetic parameters for the conversion of 1-ethoxy-1-octyne to be easily estimated (Ea = 105.4 kJ/mol). Trapping of the in-situ-generated ketenes by alcohols to give esters required the addition of a tertiary amine catalyst to prevent competitive [2+2] addition of the ketene to the alkoxyalkyne precursor.

A tertiary amine as a hydride donor: Trichlorosilyl triflate-mediated conjugate reduction of unsaturated ketones

Bulky tertiary amines, especially dicyclohexylisobutylamine, smoothly reduced α,β-unsaturated ketones in the presence of trichlorosilyl triflate to give the corresponding saturated ketones in excellent yields. Isotope-labeling studies revealed that an α-hydrogen of the amine was transferred to the enones during reduction.