24807-47-4

Upstream product

• 131380-74-0 (7S,8S)-8-Methoxy-7-methyl-bicyclo[4.2.0]octa-1⁽⁶⁾,2,4-trien-7-ol 
• 67-56-1 methanol 
• 799804-23-2 2-mesyloxy-1-(2-methylphenyl)-1-ethanone 
• 1220167-08-7 2-methylphenacyl benzoate 
• 917957-68-7 2-(2-methoxymethyl-phenyl)-2-methyl-[1,3]dioxolane 
• 577-16-2 2-Methylacetophenone 

Downstream Products

• 24807-46-3 1-(2-Methoxymethyl-phenyl)-2-methylsulfanyl-ethanone 
• 24807-45-2 o-Ethylbenzyl-methyl-ether 
• 917957-69-8 1-[1-(2-methoxymethyl-phenyl)-vinyl]-pyrrolidine 

Relevant academic research and scientific papers

Unique solvent effect on photochemistry of ortho-alkylphenacyl benzoates

Photolysis of 2,4,6-trialkylphenacyl benzoates gives not only the corresponding indanones and benzoic acid, but also the corresponding benzocyclobutenols (CBs), which are also detected in the photolysis of mono-alkylphenacyl benzoates for the first time.

PROCESS FOR THE PRODUCTION OF INTERMADIATES FOR THE PREPARATION OF TRICYCLIC BENZIMIDAZOLES

The invention relates to a process for the synthesis of compounds of the formula 1-a and compounds of the formula 1-b. The compounds of the formula 1-a and the compounds of the formula 1-b, in which the substituents R1, R2, R3, and Ar have the meanings indicated in the description, are valuable intermediates for the preparation of pharmaceutically active compounds.

Photochemical preparation of highly functionalized 1-indanones

A series of o-alkylphenyl alkyl ketones 1 were synthesized by different methods. The presence of a leaving group X adjacent to the carbonyl group is the special peculiarity of these ketones. Upon irradiation the keto carbonyl group of these compounds undergoes an n-π* excitation followed by a 1,5-hydrogen migration from the o-alkyl substituent to the carbonyl oxygen atom. The thus formed 1,4-diradicals are subject to a very rapid elimination of acid HX, giving 1,5-diradicals. We called this process spin center shift. After intersystem crossing these diradicals cyclize to 1-indanones 20 in good yields. Depending on the solvent and on substituents, o-alkoxyalkyl ketones 22 or benzo-[c]furanes 21 are obtained as byproducts. The mechanism of the cyclization was elucidated by quantum chemical calculations and kinetic measurements.