Morpholine → 4-(4-Bromo-2-fluorobenzyl)morpholine

Temperatur

60 °C

4-bromo-1-(bromomethyl)-2-fluorobenzene (600 mg, 2.24 mmol) was dissolved in DMF (8 mL), and KI (400 mg, 2.46 mmol) was added and morpholine (0.78 mL, 8.96 mmol) was added, followed by stirring at 60° C. for 13 hours. When the reaction was completed, the reaction mixture was concentrated under reduced pressure to remove DMF, and extracted two times or more with ethyl acetate and brine. The organic layer was treated with sodium sulfate to remove extra water, and then concentrated under reduced pressure, followed by column chromatography using 30% ethyl acetate/hexane, to give 4-(4-bromo-2-fluorobenzyl)morpholine (278 mg, 1.01 mmol) with a yield of 45%.

1. additionKI (400 mg, 2.46 mmol) was added
2. concentrationthe reaction mixture was concentrated under reduced pressure
3. customto remove DMF
4. extractionextracted two times
5. additionThe organic layer was treated with sodium sulfate
6. customto remove extra water
7. concentrationconcentrated under reduced pressure

ORD-Eintrag

ord-a9180b332e954212b476820704cbd02a

Quelldatensatz

uspto-grants-2016_08

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US09403831B2