121824-48-4

Upstream product

• 121824-41-7 1-methoxy-4-<(methylthio)methoxy>benzene 
• 150-76-5 4-methoxy-phenol 
• 67-68-5 dimethyl sulfoxide 

Downstream Products

• 35657-08-0 p-methoxyphenoxymethyl chloride 
• 121824-55-3 bromomethyl 4-methoxyphenyl ether 
• 121824-59-7 4-methoxyphenyloxymethyl trifluoroacetate 
• 121824-63-3 <(4-methoxyphenyloxymethyl)thio>methyl acetate 
• 57440-09-2 acetoxy(p-methoxyphenoxy) methane 

Relevant academic research and scientific papers

Single-Electron Transfer from Dimsyl Anion in the Alkylation of Phenols

While attempting to synthesize biaryl ethers we discovered the inadvertent formation of a methylsulfoxylmethyl ether byproduct. Formation of this unexpected byproduct presented an opportunity to streamline the synthesis of methylsulfoxylmethyl ethers. Mechanistic studies suggest a radical pathway with dimsyl potassium as a reducing agent.

Syntheses of Sulfinylmethyl Ethers and Conversion of these into Halomethyl and Acyloxymethyl Ethers

Halomethyl ethers can be prepared from sulfinyl ethers by cleavage of the carbon-sulfur bond with thionyl chloride, acetyl chloride or trimethylsilyl halides.In the presence of alkenyl groups in the substrate, acetyl chloride is the reagent of choice.Trifluoroacetic anhydride reacts in the same manner to form the trifluoroacetoxymethyl ether.With acetic anhydride, catalysis by methanesulfonic acid was required.At elevated temperatures in the presence of sodium acetate the products were formed by the Pummerer rearrangement.