22758-34-5

Usage

Chemical Properties

clear colorless to yellow liquid

InChI:InChI=1/C12H19NO2/c1-3-14-12(15-4-2)10-13-11-8-6-5-7-9-11/h5-9,12-13H,3-4,10H2,1-2H3

Upstream product

• 62-53-3 aniline 
• 621-62-5 chloroacetaldehyde diethyl acetal 
• 60-29-7 diethyl ether 
• 645-36-3 2,2-diethoxy-ethanamine 
• 71-43-2 benzene 
• 64-17-5 ethanol 
• 103-69-5 N-ethyl-N-phenylamine 
• 2032-35-1 Bromoacetaldehyde diethyl acetal 

Downstream Products

• 17452-09-4 2-mercapto-1-phenylimidazole 
• 75934-33-7 N-(2,2-Diethoxy-ethyl)-2,2,2-trifluoro-N-phenyl-acetamide 
• 88131-48-0 N-(2,2-Diethoxy-ethyl)-N-phenyl-methanesulfonamide 
• 120-72-9 indole 
• 75948-78-6 Trifluoro-acetic acid 1-ethoxy-2-[phenyl-(2,2,2-trifluoro-acetyl)-amino]-ethyl ester 
• 1429616-59-0 N-benzyl-N-(2,2-diethoxyethyl)aniline 
• 3377-71-7 N-benzylindole 
• 925243-08-9 N-(2,2-diethoxyethyl)-3-phenethyloxy-N-phenyl-propanamide 
• 179083-71-7 methyl 3-[(N-2,2-diethoxyethyl)-N-phenyl]amino-3-oxopropanoate 
• 17452-09-4 1-phenyl-2-mercaptoimidazol 

Relevant academic research and scientific papers

Two robust, efficient syntheses of [phenyl ring-U-14C]indole through use of [phenyl ring-U- 14C]aniline

Two robust, efficient syntheses of [phenyl ring-U-14C]indole are presented. In the first synthesis, we developed optimum reaction conditions for the Houben-Hoesch alkylation of chloro acetonitrile with aniline. This was found through the screen

Iodine-Catalyzed Oxidative Rearrangement of Amines to α-Amino Acetals and α-Amino Aldehydes

A protocol for iodine-catalyzed oxidative rearrangement of tertiary and secondary amines has been developed. This metal-free protocol provides an atom-economical, efficient access to synthetically useful α-amino acid derivatives from readily available acyclic and cyclic tertiary or secondary amines. (Figure presented.).

Iodine-catalyzed oxidative rearrangement of amines to a-amino acetals and a-amino aldehydes

A protocol for iodine-catalyzed oxidative rearrangement of tertiary and secondary amines has been developed. This metal-free protocol provides an atom-economical, efficient access to synthetically useful a-amino acid derivatives from readily available acyclic and cyclic tertiary or secondary amines.

Arenes to anilines and aryl ethers by sequential iridium-catalyzed borylation and copper-catalyzed coupling

(Chemical Equation Presented) N-Alkyl- and N-arylanilines were synthesized from arenes by a two-step sequence of iridium-catalyzed borylation and copper-catalyzed coupling with amines. Diaryl ethers were obtained by a related sequence of arene borylation, followed by coupling with phenols. In particular, 3,5-disubstituted arylamines and aryl ethers were prepared by initiating this sequence with meta-substituted arenes.

SYNTHESIS OF INDOLES FROM N-(TRIFLUOROACETYL)-2-ANILINO ACETALS

N-(trifluoroacetyl)indoles (3) are produced in high yield from appropriately ring-substituted N-(trifluoroacetyl)-2-anilino acetals (2) in boiling trifluoroacetic acid containing excess trifluoroacetic anhydride.Mild saponification provides the free indoles nearly quantitatively.The scope of the reaction is discussed.The ring closure follows solvolytic substitution of a trifluoroacetoxy group for one of the ethoxy groups in 2.The method has been extended to cyclization of N-(trifluoroacetyl)-α-anilinoacetone in hot polyphosphoric acid followed by saponification to yield 3-methylindole.