Water → 3-chloro-N-[(1R)-1-(naphthalen-1-yl)ethyl]prop-2-en-1-amine

Participants

Reaction Steps

The pH of the solution of 3-chloro-N-[(1R)-1-(naphthalen-1-yl)ethyl]prop-2-en-1-amine hydrochloride (50 g) in methanol (500 mL) was adjusted to 11 to 12 using aqueous sodium hydroxide solution (˜20% w/v) at room temperature. De-ionized water (500 ml) was added to the solution. The mixture was extracted with dichloromethane (250 mL). Layers were separated and the aqueous layer was re-extracted with dichloromethane (125 mL). The combined organic layers were washed with de-ionized water (2×250 mL) and concentrated under vacuum at 35° C. to 40° C. to give 3-chloro-N-[(1R)-1-(naphthalen-1-yl)ethyl]prop-2-en-1-amine as oil.

Provenance & Evidence