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

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.

1. waitat 70° C. for 2 hours
2. customto thereby terminate
3. customthe reaction
4. extractionThe resulting mixture was extracted with 30 ml of hexane
5. washThe organic phase was washed with a saturated aqueous solution of sodium chloride
6. dry with materialdried over anhydrous sodium sulfate
7. distillationthe solvent was then distilled off
8. customThe desired product was purified on a silica gel column

ORD record

ord-bec5b2c0916b4a24b45c012f3b601eb2

Source dataset

uspto-grants-2007_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US07282605B2