Hydrochloric Acid → (R)-N-Allyl-N-octanoyl-1-phenylethylamine

Participants

Reaction Steps

Sodium hydride (60%) (0.65 g, 16.3 mmol) was washed with three 20-ml portions of hexane and then suspended in 5 ml of THF. Hereto were added a solution of 2.00 g (8.1 mmol) of (R)-N-octanoyl-1-phenylethylamine in 15 ml of THF, and 1.96 g (16.3 mmol) of allyl bromide, and the reaction was allowed to proceed at room temperature for 1 hour and, then, at 70° C. for 2 hours. The reaction mixture was cooled to room temperature and added dropwise to 20 ml of ice-cooled 1 M hydrochloric acid to thereby terminate the reaction. The resulting mixture was extracted with 30 ml of hexane. The organic phase was washed with a saturated aqueous solution of sodium chloride and dried over anhydrous sodium sulfate, and the solvent was then distilled off. The desired product was purified on a silica gel column. Thus was obtained 7.59 g (94%) of the title compound.

Provenance & Evidence