Ethylene Oxide → 6-Fluoro-2-pyridinepropanol

Temperatur

-78 °C

To a solution of 2-fluoro-6-methylpyridine (27 mmol) in 65 ml of freshly distilled THF was added via syringe 13.5 ml of 2M LDA, and the resulting mixture was stirred at -78° C. for 20 min. To the above cold solution was added 4 ml of 4M ethylene oxide and the mixture was allowed to warm to room temperature with stirring. The mixture was diluted with water, extracted with ether, and the organic layer was washed with water (2x) and brine, and dried over sodium sulfate. The organic solution was concentrated, and the residue was purified by flash chromatography (chloroform/ethanol, 10:1) to yield 1.3 g (30.9%) of 2-fluoro-6-(3-hydroxypropyl)pyridine, as a yellow oil.

1. temperatureto warm to room temperature
2. stirringwith stirring
3. extractionextracted with ether
4. washthe organic layer was washed with water (2x) and brine
5. dry with materialdried over sodium sulfate
6. concentrationThe organic solution was concentrated
7. customthe residue was purified by flash chromatography (chloroform/ethanol, 10:1)

ORD-Eintrag

ord-e264f97dc01f4627802db2c89be88394

Quelldatensatz

uspto-grants-1997_04

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US05618821