[H-].[Na+].[CH3:3][N:4]([CH3:9])[CH2:5][CH2:6][CH2:7][OH:8].[CH2:10](Br)[CH:11]=[CH2:12]>CC(C)=O>[CH2:12]([O:8][CH2:7][CH2:6][CH2:5][N:4]([CH3:9])[CH3:3])[CH:11]=[CH2:10]Sodium hydride (17.5 g) and dimethyl formaldehyde (400 mL) were added to a 2-L round-bottom flask. After cooling the flask to 0° C. by immersing in an ice bath, 3-dimethylamino-1-propanol (0.398 mol) was added. After stirring for about 30 minutes and adding allyl bromide (0.4378 mol), the mixture was stirred for 3 hours after raising the temperature of the reactor to room temperature. Upon completion of reaction, the reaction was terminated by adding water to the flask and the product was extracted using diethyl ether. The extract was concentrated under reduced pressure and used in the next step without further purification. After filtration under reduced pressure, 3-(allyloxy)-N,N-dimethylpropan-1-amine was obtained through fractional distillation. Structural analysis was performed by NMR spectroscopy.
Loading…
