Potassium Carbonate → Phosphonium, triphenyl(2-pyridinylmethyl)-, chloride

Temperature

110 °C

To a stirred solution of 2-(chloromethyl)pyridine hydrochloride (8.0 g, 48.8 mmol) in water (20 mL) was added K2CO3 (6.74 g, 48.7 mmol) portionwise. The resulting mixture was extracted four times with diethyl ether. The extracts were combined and washed twice with brine, dried and concentrated. The residue (5.78 g, 45.3 mmol) was dissolved in 1,4-dioxane (19 mL) and Ph3P (11.89 g, 45.3 mmol) was added. The mixture was heated at 110° C. overnight and then cooled to ambient temperature. The solid product was filtered, washed with ether, and dried under vacuum to give (2-pyridylmethyl)triphenylphosphonium chloride (15.78 g, 83%) as a pale solid.

1. extractionThe resulting mixture was extracted four times with diethyl ether
2. washwashed twice with brine
3. customdried
4. concentrationconcentrated
5. temperaturecooled to ambient temperature
6. filtrationThe solid product was filtered
7. washwashed with ether
8. customdried under vacuum

ORD record

ord-79ec7773958841c081e43e7ce92e6c51

Source dataset

uspto-grants-2011_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08084503B2