Hydrochloric Acid → HCID 68154436, compound

Participants

Reaction Steps

3.13 g (15.0 mmol) (R)-1-(3,5-difluorophenyl)ethan-1,2-diamine-hydrochloride were placed with 0.17 g (0.73 mmol) benzyltriethylammonium chloride in 30 ml dichloromethane and cooled with ice/acetone. Then 5.21 ml (102.2 mmol) of a 50% sodium hydroxide solution were added. At 0° C. to 2° C., 1.70 g (14.6 mmol) [1,4]dioxepan-6-one together with 1.83 ml (22.7 mmol) chloroform and 20 ml dichloromethane were added dropwise within 1.5 h. The mixture was left overnight to warm up to RT. Then it was cooled to 0° C. and the reaction mixture was adjusted to pH1 with a 6N aqueous hydrochloric acid solution. The phases were separated. The aqueous phase was made alkaline with a 4N sodium hydroxide solution and extracted with ethyl acetate. The combined organic phases were dried and evaporated to dryness by rotary evaporation. Purification was carried out by flash chromatography.

Provenance & Evidence