Allyl bromide → 3-Allyl-2-piperidinone

Temperature

-75 °C

To a solution of piperidin-2-one (0.5 g, 5.0 mmol, 1 equiv) in dry THF (10.0 mL) was added nBuLi (4.2 ml, 10.5 mmol, 2.1 equiv) dropwise at 0° C. The mixture was then cooled to −75° C. and excess 3-bromoprop-1-ene was added to the mixture. The reaction mixture was kept at −78° C. for 1 h, quenched with NH4Cl solution and extracted with ethyl acetate (3×20 mL). The combined organic layers were dried over Na2SO4 and concentrated under reduced pressure to give the desired product, which was directly used for the next step without further purification.

1. customquenched with NH4Cl solution
2. extractionextracted with ethyl acetate (3×20 mL)
3. dry with materialThe combined organic layers were dried over Na2SO4
4. concentrationconcentrated under reduced pressure

ORD record

ord-4ca40d76344443dcac5825a2dc766950

Source dataset

uspto-grants-2014_07

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08772301B2