Piperidine → 1-(piperidin-1-yl)prop-2-en-1-one

Temperature

0 °C

To a 0° C. solution of acryloyl chloride (4.576 g, 50.558 mmol) in 50 ml of CH2Cl2 was added dropwise and very carefully piperidine (4.305 g, 50.558 mmol). The reaction flask was vented during the exothermic addition. After the addition was completed, the white slurry was stirred at 0° C. for 40 min and at RT for 1 h. The reaction was diluted with 70 ml CH2Cl2 and washed first with about 60 ml 2N HCl and then with about 60 ml of a mix of 2N NaOH and brine. The organic layer was dried over Na2SO4. The solution was evaporated by heating in a H2O bath at 60° C. without vacuum. Once most solvent had been evaporated off, it was furthered dried to a clear oil under high vacuum at RT for 30 min.

1. additionThe reaction flask was vented during the exothermic addition
2. additionAfter the addition
3. washwashed first with about 60 ml 2N HCl
4. additionwith about 60 ml of a mix of 2N NaOH and brine
5. dry with materialThe organic layer was dried over Na2SO4
6. customThe solution was evaporated
7. temperatureby heating in a H2O bath at 60° C. without vacuum
8. customOnce most solvent had been evaporated off
9. customit was furthered dried to a clear oil under high vacuum at RT for 30 min.

ORD record

ord-454d7df1c2d84b2ebc5797e3a73f04be

Source dataset

uspto-grants-2014_02

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08642624B2