Potassium Carbonate → 6-Methylpyridine-2-carbaldehyde oxime

Temperatur

0 °C

To 6-methylpicolinaldehyde ethanol solution (642 mg, 5.3 mmol/2.1 mL) was added hydroxyamine hydrochloride (368 mg, 5.3 mmol) and K2CO3 aqueous solution (0.88 g/4.2 mL). The resulting solution was then heated to reflux via external oil bath for 30 min. The reaction mixture was cooled down to 0° C., and stirred for 30 min. The white solid suspension was collected via filtration, and the filter cake was washed with some ice-cold water. The filter cake was air dried, and further dried under high vacuum as the first crop product (0.565 g). The filtrates were combined, and concentrated to dryness. The residue was redissolved in water (2 mL), cooled to 0° C. and stirred for 20 min. The solid product was collected via filtration as the second crop of product (70 mg) as light yellow solid. The two crops of product were combined to provide (E)-6-methylpicolinaldehyde oxime (88%). LCMS (m/z) 136.9 (MH+) 0.21 min.

1. temperatureThe resulting solution was then heated
2. temperatureto reflux via external oil bath for 30 min
3. filtrationThe white solid suspension was collected via filtration
4. washthe filter cake was washed with some ice-cold water
5. customdried
6. dry with materialfurther dried under high vacuum as the first crop product (0.565 g)
7. concentrationconcentrated to dryness
8. dissolutionThe residue was redissolved in water (2 mL)
9. temperaturecooled to 0° C.
10. stirringstirred for 20 min
11. filtrationThe solid product was collected via filtration as the second crop of product (70 mg) as light yellow solid

ORD-Eintrag

ord-e6f52c01d1a74ecab410956f80b3665c

Quelldatensatz

uspto-grants-2016_01

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09242996B2