62554-44-3

Upstream product

• 64-17-5 ethanol 
• 67-66-3 chloroform 
• 67-64-1 acetone 
• 80-55-7 ethyl 2-hydroxy-2,2-dimethylethanoate 

Downstream Products

• 858492-12-3 α-(toluene-4-sulfonyl)-isobutyric acid ethyl ester 
• 97-63-2 methyl methacrylate 
• 31469-16-6 1-ethoxy-1-((trimethylsilyl)oxy)-2-methylpropene 
• 10170-69-1 dimanganese decacarbonyl 
• 16972-33-1 pentacarbonylhydridomanganese 
• 14100-30-2 pentacarbonylchloromanganese(I) 
• 37999-09-0 α-(ethoxycarbonyl)-2-propyl 
• 93599-21-4 2-[1-[5-(4-Ethyl-phenyl)-thiophen-2-yl]-eth-(E)-ylideneaminooxy]-2-methyl-propionic acid ethyl ester 
• 93599-09-8 2-Methyl-2-[1-(5-p-tolyl-thiophen-2-yl)-eth-(E)-ylideneaminooxy]-propionic acid ethyl ester 

Relevant academic research and scientific papers

Cyanide-Free One-Pot Synthesis of Methacrylic Esters from Acetone

Methacrylic esters, represented by methyl methacrylate (MMA), are widely used as commodity chemicals. Here, the one-pot synthesis of methacrylic esters from acetone, a haloform and alcohols in the presence of an organic base is described. Using DBU as the organic base for the reaction of acetone, chloroform and methanol in acetonitrile afforded MMA in 66 % yield. When the solvent was replaced by benzonitrile, the product MMA was successfully purified by distillation. Applicability of this process to various alcohols was also investigated to show ethyl, phenyl, CF3CH2, and n-C6F13CH2CH2 esters were obtained in moderate yields. The use of bromoform instead of chloroform resulted in the improvement of the yield, for example, methyl and n-C6F13CH2CH2 esters up to 81 and 70 %, respectively. The reaction with deuterated starting materials acetone-d6 and MeOH-d4, with DBU in acetonitrile afforded deuterated MMA (MMA-d8) in 70 % yield.

A mild method for the replacement of a hydroxyl group by halogen. 1. Scope and chemoselectivity

α-Chloro-, bromo- and iodoenamines, which are readily prepared from the corresponding isobutyramides have been found to be excellent reagents for the transformation of a wide variety of alcohols or carboxylic acids into the corresponding halides. Yields are high and conditions are very mild thus allowing for the presence of sensitive functional groups. The reagents can be easily tuned allowing therefore the selective monohalogenation of polyhydroxylated molecules. The scope and chemoselectivity of the reactions have been studied and reaction mechanisms have been proposed.