Ammonium Chloride → HCID 86738057, compound

Temperature

-78 °C

trans-5-nonen-2-yne-1-ol (21 g) was dissolved in liquid ammonia-ether solution (1:1) (200 ml) at -78° C. To the solution was added ammonium sulfate (105 g) and sodium metal (11 g) little by little. The mixture was stirred for 6 hours at -78° C. To the reaction mixture was added ammonium chloride to destroy excess sodium metal. The resultant mixture was stirred at ambient temperature to give a residue, which was dissolved in water. The aqueous solution was extracted with ether, washed with water, dried over anhydrous magnesium sulfate and concentrated under reduced pressure to give a yellowish oily residue, which was distilled under reduced pressure to give colorless oily trans, trans-2,5-nonadien-1-ol (15.3 g).

1. customto destroy excess sodium metal
2. stirringThe resultant mixture was stirred at ambient temperature
3. customto give a residue, which
4. extractionThe aqueous solution was extracted with ether
5. washwashed with water
6. dry with materialdried over anhydrous magnesium sulfate
7. concentrationconcentrated under reduced pressure
8. customto give a yellowish oily residue, which
9. distillationwas distilled under reduced pressure

ORD record

ord-545c69959b754dfc996cd7f35241f53e

Source dataset

uspto-grants-1981_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US04297096