Ammonium Chloride → HCID 67127510, compound

Participants

Reaction Steps

A solution of 8-azetidin-1-yl-1,4-dioxaspiro[4,5]decane-8-carbonitrile (13.9 g, 62.53 mmol) in anhydrous tetrahydrofuran (70 ml) was added dropwise under argon and with ice cooling to a 1M solution of 3-fluorophenyl magnesium bromide in tetrahydrofuran (250 ml, 250 mmol) and then the mixture was stirred for 24 h at room temperature. Then saturated ammonium chloride solution (150 ml) was added with ice cooling and the mixture was stirred vigorously for 20 min. The phases were then separated and the aqueous phase was extracted with diethyl ether (3×50 ml). The combined organic phases were dried with sodium sulfate and concentrated to small volume under vacuum. The crude product was obtained in this way in a yield of 18 g (99%) as a yellow oil.

Provenance & Evidence