30427-16-8

Usage

InChI:InChI=1/C9H13NO/c1-7-4-5-9(11)8(6-7)10(2)3/h4-6,11H,1-3H3

Upstream product

• 825-80-9 m-methyl-N,N-dimethylaniline-N-oxide 
• 121-72-2 N,N-dimethyl-m-toluidine 
• 67-56-1 methanol 
• 2977-71-1 2-amino-4-methylphenol hydrochloride 

Downstream Products

• 80816-95-1 N-cinnamyl-2-hydroxy-5,NN-trimethylanilinium bromide 
• 79249-73-3 2-hydroxy-5,NN-trimethyl-N-(2-methylallyl)anilinium bromide 
• 79249-74-4 2-hydroxy-5,NN-trimethyl-N-(2-t-butylallyl)anilinium bromide 
• 79249-72-2 N-allyl-2-hydroxy-5,NN-trimethylanilinium bromide 
• 80817-11-4 2-cinnamyloxy-5,NN-trimethylaniline 
• 79249-81-3 N-(2-t-butylallyl)-5,NN-trimethylanilinium-2-olate 
• 79249-80-2 5,NN-trimethyl-N-(2-methylallyl)anilinium-2-olate 
• 79249-79-9 N-allyl-5,NN-trimethylanilinium-2-olate 
• 80817-17-0 N-<1,1-(2)H2>allyl-2-hydroxy-5,NN-trimethylanilinium toluene-p-sulphonate 

Relevant academic research and scientific papers

Metal-free functionalization of N, N-dialkylanilines via temporary oxidation to N, N-dialkylaniline N-oxides and group transfer

A simple set of protocols for the controlled elaboration of anilines is reported allowing access to a diverse array of aminophenols, aminoarylsulfonates, alkylated anilines, and aminoanilines in 29-95% yield in a single laboratory operation from easily isolable, bench-stable N,N-dialkylaniline N-oxides. The introduction of new C-O, C-C, and C-N bonds on the aromatic ring is made possible by a temporary increase in oxidation level and excision of a weak N-O bond.

Base Catalysed Rearrangements involving Ylide Intermediates. Part 13. Further Rearrangements of 2-Oxidoanilinium Ylides

The 2-oxidoanilinium ylides (7) rearrange on heating to give the ethers (10) together with the dienones (8) and the phenols (11) for cases where the aromatic ring has a 5-alkyl substituent or a mixture of the dienones (8) and (12) for cases where the aromatic ring is 3,5-disubstituted.A study of the deuteriated ylides (25) shows that these reactions involve competing concerted and radical-pair processes.The base-catalysed rearrangements of the 2-hydroxy-N-pentadienylanilinium salts (33) give the ethers (34) and the phenols (35): these products result from competing concerted and rearrangements of the ylides (36) corresponding to the salts (33).