54026-27-6

Upstream product

• 13213-36-0 1-phenylpropan-2-one oxime 
• 616-38-6 carbonic acid dimethyl ester 
• 1008-29-3 4-methyl-5-phenyl-1,3-oxazole 
• 61416-39-5 imidazole-1-carboxylic acid 1-methyl-2-oxo-2-phenyl-ethylamide 
• 88167-98-0 4-(Diphenyl-phosphinoyl)-3,4-dimethyl-5-phenyl-oxazolidin-2-one 
• 61416-45-3 4-methyl-5-phenyl-3H-oxazol-2-one 
• 74-88-4 methyl iodide 
• 18106-71-3 dimethyl benzoylphosphonate 
• 54026-89-0 3,4-dimethyl-5-phenyl-oxazolium; iodide 
• 100-52-7 benzaldehyde 

Downstream Products

• 90-81-3 ephedrine 
• 1201-56-5 (+/-)-N-methylephedrine 
• 6317-31-3 (4RS,5SR)-3,4-dimethyl-5-phenyloxazolidin-2-one 

Relevant academic research and scientific papers

Reaction of Oximes with Dimethyl Carbonate: A New Entry to 3-Methyl-4,5-disubstituted-4-oxazolin-2-ones

The reaction of ketone oximes with dimethyl carbonate (DMC) carried out in an autoclave at 180-190 deg C and in the presence of K2CO3 yields 3-methyl-4,5-disubstituted-4-oxazolin-2-ones.The reaction can be applied to both aliphatic and aromatic ketone oximes, provided that a methylene group be present near the C=N bond.Nonoptimized yields range from 22 to 48percent.The reaction seems to be a sigmatropic rearrangement where DMC plays a key role in causing the initial N-methylation of the oximes.

STEREOSELECTIVE SYNTHESIS OF (+/-)-CONHYDRINE, (+/-)-EPHEDRINE, AND (+/-)-METHYLEPHEDRINE

(+/-)-Conhydrine, (+/-)-ephedrine, and (+/-)-N-methylephedrine have been synthesized with a complete stereochemical control by utilizing carbanions in which the negative charge is located at the position α to the nitrogen atom of N-acylamines.