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Oxidative alpha-Amination of 4-methylpropiopnenone with Ammonium iodide

William Dampier

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Synthesis:
1. NH4I (15 g) was added to a mixture of sodium percarbonate (200 g), 4-methylpropiophenone (100 g), and methylamine (200 ml 40%) in DMF (600 ml) at room temperature.
2. The reaction was stirred at 50 *C 18 hours.
3. The reaction mixture was then allowed to cool to room temperature, dilute water (1500 ml).
4. Extracted with benzene (500 ml).
5. Acidified 5:1 solution conc. HCl in IPA to pH=5.
6. Crystallisation in cold 12 hours and filtered in vacuum, washing cold acetone and dry.
 
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This way directly 4MMC without bromination?
Are there any other alternatives to DMF?
acetone?
 

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Are there any other options besides DMF?
 

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I will try the 4MMC harvested from this program
How much output can 1KG produce?
 

William Dampier

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For some reasons, the reaction poorly scale, start with a small scale
 

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Is 1000G scale possible?
 

William Dampier

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Is 1000G scale possible?
Maybe, but start with smaller quantities. In general, the synthesis of the intermediate and its subsequent use is the best option than this synthesis.
 
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