Water → N,N-diphenylpropanamide

Temperature

150 °C

A mixture of 2-methylacetanilide (4.5 g), iodobenzene (6.8 ml), potassium carbonate (8.3 g), and copper iodide (574 mg) was stirred overnight at 150° C. After the mixture was allowed to cool, water and ethyl acetate were added thereto, and the mixture was further stirred. The mixture was then filtered with celite. Filtrate was collected, and an aqueous phase was extracted with ethyl acetate. The extract was washed with water and saturated brine, and dried over sodium sulfate. The resulting solution was filtered, and the filtrate was concentrated under reduced pressure. The residue was purified by silica gel column chromatography (developing solvent, ethyl acetate:hexane=1:2.5) to obtain 2-methyl-N-phenylacetanilide (4.96 g; yield, 73%) as a light brown oil.

1. temperatureto cool
2. filtrationThe mixture was then filtered with celite
3. customFiltrate was collected
4. extractionan aqueous phase was extracted with ethyl acetate
5. washThe extract was washed with water and saturated brine
6. dry with materialdried over sodium sulfate
7. filtrationThe resulting solution was filtered
8. concentrationthe filtrate was concentrated under reduced pressure
9. customThe residue was purified by silica gel column chromatography (developing solvent, ethyl acetate:hexane=1:2.5)

ORD record

ord-6463cb1a8ab147a09cebc1d703464d03

Source dataset

uspto-grants-2001_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US06235730B1