Propargyl bromide → 4-Methyl-1-(prop-2-yn-1-yl)piperidine

At 0–5° C., propargyl bromide (12.01 g) was added dropwise with stirring to a suspension of 4-methylpiperidine (10.0 g) and potassium carbonate (13.96 g) in dry acetone (80 ml). The mixture was stirred at 50° C. for 6 hours and then filtered. The filtrate was concentrated under reduced pressure and the residue was taken up in dichloromethane. The organic phase was washed with water (3×15 ml), dried with sodium sulfate and concentrated under reduced pressure. Distillation of the residue under reduced pressure gave 12.73 g of an oil of boiling point 60° C./16 mm Hg.

1. filtrationfiltered
2. concentrationThe filtrate was concentrated under reduced pressure
3. washThe organic phase was washed with water (3×15 ml)
4. dry with materialdried with sodium sulfate
5. concentrationconcentrated under reduced pressure
6. distillationDistillation of the residue under reduced pressure

ORD record

ord-3d1eef909b754b8da0b694cdccfec3a6

Source dataset

uspto-grants-2006_08

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07084158B2