Pyridine → 1-(2,4-dichloro-phenyl)-3-fluoro-propan-2-one O-methyl-oxime

Temperature

23 °C

To a stirred solution of 1-(2,4-dichloro-phenyl)-3-fluoro-propan-2-one (0.34 g; 1.5 mmol) in methanol (3 ml) was added pyridine (0.4 ml; 4.9 mmol) followed by a portionwise addition of methoxyamine hydrochloride (0.41 g; 4.9 mmol). The reaction mixture was stirred for 16 hours at 23° C. The mixture was washed with water (5 ml), the aqueous layer was extracted with dichloromethane (3×5 ml) and dried over sodium sulfate. The solvent was removed in vacuo to afford 0.40 g (100% of theory) of crude 1-(2,4-dichloro-phenyl)-3-fluoro-propan-2-one O-methyl-oxime (isomers E/Z) as a yellow oil.

1. washThe mixture was washed with water (5 ml)
2. extractionthe aqueous layer was extracted with dichloromethane (3×5 ml)
3. dry with materialdried over sodium sulfate
4. customThe solvent was removed in vacuo

ORD record

ord-d6a9b1ead1b64972a8a65d57f11e6aec

Source dataset

uspto-grants-2013_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08552049B2