13541-33-8

Upstream product

• 67-56-1 methanol 
• 51227-15-7 4-dimethylamino[(dimethylamino)methyl]benzene 
• 825-85-4 N,N-dimethyl-p-toluidine N-oxide 
• 121-69-7 N,N-dimethyl-aniline 
• 1703-46-4 N,N-dimethyl-4-hydroxymethylaniline 
• 74-88-4 methyl iodide 

Downstream Products

• 106652-64-6 N,N-dimethyl-4-(N,N-diethylaminomethyl)aniline 
• 100-10-7 4-dimethylamino-benzaldehyde 
• 10205-56-8 2-(4-N,N-dimethylaminophenyl)benzothiazole 
• 46734-13-8 N,N-dimethyl-4-(phenylmethyl)benzenamine 

Relevant academic research and scientific papers

Methoxymethylation and benzyloxymethylation of aryl bromides

The methoxymethylation and benzyloxymethylation of aryl bromides methodology was reported here. The transition metal free, high yielding one pot procedure will be useful for synthetic community.

TiCl4-activated selective nucleophilic substitutions of tert-butyl alcohol and benzyl alcohols with π-donating substituents

TiCl4-activated selective nucleophilic substitution reactions of tert-butyl alcohol and benzyl alcohols with π-donating substituents in the presence of primary and secondary alcohols can be carried out with various oxygen, nitrogen and carbon nucleophiles in good yields.

An efficient and highly selective deprotecting method for β-(trimethylsilyl)ethoxymethyl ethers

A series of β-(trimethylsilyl)ethoxymethyl ethers were hydrolyzed to their corresponding alcohols in high yields by using a catalytic amount of CBr4 (15%) in MeOH under refluxing reaction conditions. The chemoselective deprotection between trialkylsilyl and β-(trimethylsilyl)-ethoxymethyl-protected alcohols can be achieved by using an alcohol with steric hindrance such as iPrOH. The selectivity also can be achieved in the CBr4/MeOH reaction mixture under ultrasonic reaction conditions.

AMINE OXIDATION. PART 14. ACID-CATLYSED DEOXYGENATION OF SOME N,N-DIMETHYLANILINE N-OXIDES AND REACTIONS OF THE RESULTANT IMINIUM-BENZENIUM DICATIONS

The recations of N,N-dimethylaniline N-oxide and three substituted derivatives (4-CH3, 4-CH3O, and 4-NO2) in strong acids have been followed by 1H and 13C n.m.r. spetroscopy and product studies.These N-oxides can be deoxygenated in strong acids to give N,N-dimethyliminium-benzenium dications.With the 4-methoxy-substituted N-oxide the reaction, which is helped by the electron-releasing methoxy-substituent, proceeds at room temperature in trifluoroacetic acid (TFA).By contrast the N,N-dimethylaniline N-oxide with an electron-withdrawing 4-nitro-substituent is stable in TFA and requires the stronger acid fluorosulphonic acid for reaction to occur.The mechanisms of these reactions are discussed.