94264-86-5

Upstream product

• 37987-27-2 4-t-butyl-2-methoxyphenol 
• 100-44-7 benzyl chloride 
• 90-05-1 2-methoxy-phenol 
• 98-29-3 4-tert-Butylcatechol 
• 56-93-9 benzyltrimethylammonium chloride 
• 74-88-4 methyl iodide 

Downstream Products

• 37987-27-2 4-t-butyl-2-methoxyphenol 
• 41280-64-2 4-(tert-butyl)-1,2-dimethoxybenzene 

Relevant academic research and scientific papers

Synthesis of aryl alkyl ethers by alkylation of phenols with quaternary ammonium salts

Phenolic compounds can be efficiently O-methylated with tetramethylammonium chloride in diglyme or polyethyleneglycol (PEG) at temperatures of 150-160 °C and in the presence of either K2CO3 or NaOH. When applying benzyl-trimethylammonium chloride as a reagent, the benzylation and methylation of phenols occurs, with the benzylation product always predominating. With allyl-substituted phenols as substrates and using NaOH as a base it was possible to achieve both the alkylation and the double-bond isomerization of the allyl group to obtain (E/Z)-propenyl-substituted methyl and benzyl aryl ethers in a single preparative step.