33533-58-3

Upstream product

• 85-44-9 phthalic anhydride 
• 105-13-5 4-Methoxybenzyl alcohol 
• 243128-08-7 phthalic acid 1-(4-methoxy-benzyl) ester 2-(1,2,3,4-tetrahydro-naphthalen-1-yl) ester 

Downstream Products

• 58680-51-6 1-methoxy-4-(tosylmethyl)benzene 
• 243128-08-7 phthalic acid 1-(4-methoxy-benzyl) ester 2-(1,2,3,4-tetrahydro-naphthalen-1-yl) ester 
• 959267-96-0 4-methoxybenzyl methyl phthalate 
• 1575722-30-3 benzyl 4-methoxybenzyl phthalate 
• 4376-18-5 Monomethyl phthalate 
• 88-99-3 benzene-1,2-dicarboxylic acid 
• 5023-68-7 4-methoxybenzyl-(4'-methylphenyl)-sulfide 
• 55249-73-5 1-ethoxymethyl-4-methoxybenzene 

Relevant academic research and scientific papers

Proton-exchanged montmorillonite-mediated reactions of methoxybenzyl esters and ethers

Proton-exchanged montmorillonite (H-mont) was found to be an eco-friendly and cost-effective catalyst for the generation of O-methylated quinone methides (QM) from the corresponding p or o-methoxybenzyl esters and ethers. Nucleophilic trapping of the O-methylated QM with arenes, alcohols, 1,3-dicarbonyl compounds, silyl enol ethers, and allylsilanes has been carried out, respectively, leading to eco-friendly benzylation reactions. Using this protocol, H-mont-mediated deprotection of PMB-protected esters and ethers have been realized for the first time. This work would pave the way for further exploration in O-alkylated QM that are of chemical and biological significance.

1,2,3,4-Tetrahydro-1-naphthyl ester as a selective protecting group for carboxylic acids

The carboxylic acid functionality can be protected as the 1,2,3,4- tetrahydro-1-naphthyl ester, which can be selectively cleaved in the presence of aryl and alkyl esters using chlorotrimethylsilane and sodium iodide in acetonitrile. This protecting group allows room temperature deprotection under essentially neutral conditions throughout the cleavage reaction.