854258-80-3

Upstream product

• 699-02-5 4-Methylphenethyl alcohol 
• 104-09-6 4-methylphenylacetaldehyde 
• 100-52-7 benzaldehyde 
• 66255-90-1 2-(4-Tolyl)-ethyl-4-tolylacetat 

Downstream Products

• 5452-69-7 1-(2-bromo-ethyl)-4-methyl-cyclohexane 
• 55044-32-1 bis-[2-(4-methyl-cyclohexyl)-ethyl]-ether 

Relevant academic research and scientific papers

Silver(I)-Catalyzed Reductive Cross-Coupling of Aldehydes to Structurally Diverse Cyclic and Acyclic Ethers

A range of medium-sized cyclic ethers (5 to 11 membered) have been effectively synthesized through intramolecular reductive coupling of dialdehydes initiated by 50 ppm to 0.5% of AgNTf2 with hydrosilane at 25 °C. The catalytic system is also suitable for the coupling of two different monoaldehydes to provide unsymmetrical ethers. This protocol features broad functional group compatibility, high product diversity, high efficiency, and utility in the late-stage modification of complex biorelevant molecules.

An efficient method for the reductive conversion of acyclic esters to ethers via a TMS-protected acetal

We report an efficient two step process for the reduction of non-aromatic esters to the corresponding ethers via the intermediate TMS-protected acetal. The acetal formed after the first step can be carried on directly to the subsequent reduction to the ether without purification. The ester reduction step was monitored using in-situ ReactIR for disappearance of the C[dbnd]O peak, allowing for the exact determination of time and equivalents of the reducing agent. Furthermore, use of TMS-imidazole to form the acetal has allowed us to dramatically reduce the overall reaction time required for the two step procedure.