Ammonium Chloride → HCID 59774911, compound

Participants

Reaction Steps

To a solution of trimethylsilylacetylene (5 mL, 35.4 mmol) in THF (100 mL) cooled at −78° C., a 1.6M n-butyllithium in hexanes (22.1 mL, 35.4 mmol) was added dropwise. The solution was stirred for 30 min before dicyclopropyl ketone (4.06 mL, 35.4 mmol) was added. The temperature was then slowly raised to room temperature and the reaction was stirred overnight. The reaction was then poured into a saturated ammonium chloride solution and the aqueous layer was extracted twice with ethyl acetate. The combined organic layers were washed with brine, dried over MgSO4, filtered and concentrated under reduced pressure. The crude residue obtained was used as such for the next step. 1H NMR (400 MHz, acetone-d6): 4.14 (s, 1H), 1.22-1.10 (m, 2H), 0.65-0.55 (m, 2H), 0.50-0.30 (m, 6H), 0.14 (s, 9H).

Provenance & Evidence