2-Methylphenyl propanoate → 1-(4-hydroxy-3-methylphenyl)propan-1-one

Temperature

50 °C

At 0° C., to a mixture of nitromethane 150 ml and propionic acid o-tolyl ester (described in Reference Preparation example 113) 14 g was added aluminum trichloride 30 g. The resulting mixture was heated to 50° C. and was stirred for twelve hours. To the reaction mixture was added ice water 200 ml and the resulting mixture was extracted with ethyl acetate. The organic layer was washed with water and was dried over anhydrous magnesium sulfate, and was then concentrated under reduced pressure. The resulting residue was subjected to a silica gel column chromatography to give 1-(4-hydroxy-3-methyl-phenyl)-propane-1-one 8.8 g.

1. extractionthe resulting mixture was extracted with ethyl acetate
2. washThe organic layer was washed with water
3. dry with materialwas dried over anhydrous magnesium sulfate
4. concentrationwas then concentrated under reduced pressure

ORD record

ord-f9d7d016d6bd4d988ab084251b604639

Source dataset

uspto-grants-2016_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09314023B2