HCID 75480808, Verbindung → 1-(2-Bromo-5-fluoropyridin-4-yl)ethan-1-one

Temperatur

95 °C

To a 350 mL sealed flask was dissolved 1-(2-bromo-5-fluoro-4-pyridinyl)ethanol (9.4 g, 42.3 mmol) in 60 mL dry CHCl3. Added next to the stirring solution was manganese(IV)oxide (14.7 g, 169 mmol). The vigorously stirred contents were sealed and heated at 95° C. for 2.5 h. After cooling to room temperature, the black heterogeneous mixture was vacuum filtered through a pad of Celite, and the filter pad washed with CH2Cl2 (10 mL). The yellow colored filtrate was concentrated in vacuo to a yellow oil, which was purified by silica gel column chromatography (eluent: 9:1 PE/EtOAc) to afford 1-(2-bromo-5-fluoropyridin-4-yl)ethanone as a pale yellow oil (8.2 g, 88%). ESI MS m/z=218 (M+1)

1. customTo a 350 mL sealed flask
2. additionAdded next to the stirring solution
3. customThe vigorously stirred contents were sealed
4. temperatureAfter cooling to room temperature
5. filtrationfiltered through a pad of Celite
6. washthe filter pad washed with CH2Cl2 (10 mL)
7. concentrationThe yellow colored filtrate was concentrated in vacuo to a yellow oil, which
8. customwas purified by silica gel column chromatography (eluent: 9:1 PE/EtOAc)

ORD-Eintrag

ord-60fa40302ce5453dbee31bf13aadd10d

Quelldatensatz

uspto-grants-2016_02

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09260425B2