25527-39-3

Upstream product

• 50-00-0 formaldehyd 
• 506-59-2 N,N-dimethylammonium chloride 
• 103-79-7 1-phenyl-acetone 
• 51-80-9 bis-(dimethylamino)methane 
• 43108-63-0 1-phenyl-2-trimethylsiloxy-1-propene 

Downstream Products

• 769-59-5 3-phenyl-butan-2-one 
• 690619-45-5 4-dimethylamino-3-phenyl-butan-2-ol 
• 32123-84-5 3-phenylbut-3-en-2-one 
• 33132-69-3 1-dimethylamino-3-methyl-2-phenyl-pentan-3-ol 

Relevant academic research and scientific papers

A CONVENIENT SYNTHESIS OF 1H-1,2,4-TRIAZOL-1-YL-PROPAN-3-ONE DERIVATIVES BY MODIFIED MANNICH REACTION

1H-1,2,4-Triazol-yl-propan-3-ones were synthesized regioselectively using a modified Mannich reaction.Reactions of enones and Mannich bases with imidazole are also described.

Carbon-Carbon Bond Formation by the Use of Chloroiodomethane as a C1 Unit. III. A Convenient Synthesis of the Mannich Base from Enol Silyl Ether by a Combination of Chloroiodomethane and N,N,N',N'-Tetramethylmethanediamine

The Mannich dimethylaminomethylation of carbonyl compounds is conveniently carried out via enol trimethylsilyl ethers by a combination of chloroiodomethane (CH2ClI) and N,N,N',N'-tetramethylmethanediamine (TMMD) in DMSO as the solvent at ambient temperatute.The mechanism of the transformation is discussed on the basis of product analysis and 1H NMR spectral studies.The reagent system CH2ClI/TMMD also provides a convenient route to the Eschenmoser's salt ().

THE MANNICH REACTION OF CARBONYL COMPOUNDS VIA SILYL ENOL ETHERS BY A COMBINATION OF CHLOROIODOMETHANE AND N,N,N',N'-TETRAMETHYLDIAMINOMETHANE

The Mannich dimethylaminomethylation of carbonyl compounds is conveniently carried out via trimethylsilyl enol ethers by a combination of chloroiodomethane and N,N,N',N'-tetramethyldiaminomethane in DMSO or DMF as the solvent at ambient temperature.

Synthesis of diastereoisomeric 4-dimethylamino-3-phenyl-2-butanols and related esters for antimicrobial evaluation

4-Dimethylamino-3-phenyl-2-butanone was reduced to the corresponding diastereoisomeric alcohols, which were separated by fractional crystallization of the corresponding hydrochloride salts. The configuration of the diastereoisomeric alcohols was determined by PMR spectroscopy. The assignments were confirmed by a consideration of the mass spectral data obtained for the two alcohols. Acylation of the alcohols gave the corresponding esters. Antimicrobial evaluation of the compounds prepared showed that 4-dimethylamino-3-phenyl-2-butanone had a promising level of antifungal activity while the other derivatives showed either a low level of potency or were inactive.