162660-53-9

Upstream product

• 4432-63-7 2-phenylacrolein 
• 79-46-9 2-nitropropane 
• 107-21-1 ethylene glycol 
• 162660-52-8 4-methyl-4-nitro-2-phenylvaleraldehyde 

Downstream Products

• 163678-51-1 3-benzoyloxy-5,5-dimethyl-3-phenyl-4,5-dihydro-3H-pyrrole 
• 80541-54-4 2,2-dimethyl-4-phenyl-2H-pyrrole 
• 162660-55-1 5,5-dimethyl-3-phenyl-4,5-dihydro-3H-pyrrole 1-oxide 
• 162660-54-0 4-(dioxolan-2-yl)-2-hydroxyamino-2-methyl-4-phenylbutane 

Relevant academic research and scientific papers

Preparation and the Acid- and Base-catalysed Isomerisation of 5,5-Dimethyl-3-phenyl-1-pyrroline 1-Oxide (5,5-Dimethyl-3-phenyl-4,5-dihydro-3H-pyrrole 1-Oxide): Unprecedented Acid-Catalysed 1,3-Oxygen Migration

5,5-Dimethyl-3-phenyl-1-pyrroline 1-oxide undergoes acid-catalysed isomerisation to a 3-hydroxy-1-pyrroline in aqueous solution and base-catalysed isomerisation in non-aqueous solution to a pyrrolidin-2-one.

Acylation of Aldo 1-Pyrroline 1-Oxides (4,5-Dihydro-3H-pyrrole 1-Oxides) and the Oxidation of the Resulting 3-Acyloxy-1-pyrrolines (3-Acyloxy-4,5-dihydro-3H-pyrroles)

5,5-Dimethyl-1-pyrroline 1-oxide (DMPO), when treated with NaH (1 mol) followed by ethyl chloroformate, benzoyl chloride, pivaloyl chloride or 2-bromoisobutyryl bromide gave the corresponding 3-acyloxy-1-pyrrolines.With NaH (2-4 mol) followed by benzoyl chloride or 2-bromoisobutyryl bromide, DMPO gave the corresponding 2-(3'-acyloxy-1'-pyrrolin-3'-yl)-3-acyloxypyrrolidines.Acylation of the 3-phenyl and 3-methyl DMPOs also gave the corresponding 3-acyloxy-1-pyrrolines.Oxidation of the 3-acyloxy-1-pyrrolines with m-CPBA gave the correspondong oxaziridines in good yield.These oxaziridines were resistant to ring opening by acid hydrolysis, photolysis and thermolysis.