Hydrochloric Acid → Ethyl [3-[5-(naphthalen-1-yl)-1,3-dioxan-2-yl]propyl]carbamate

Participants

Reaction Steps

4 g (13 mmol) of 2-aminopropyl-5-(naphthalen-1-yl)-1,3-dioxane hydrochloride are stirred at ambient temperature for 10 min. with 4 ml of triethylamine in 200 ml of dichloromethane, 1.4 g (13 mmol) of ethyl chloroformate in 20 ml of dichloromethane are then added, drop by drop, and the mixture is stirred at ambient temperature for 3 h. Dilute hydrochloric acid is added, and the organic phase is separated, washed with water and with a saturated solution of sodium hydrogen carbonate, dried over magnesium sulphate, filtered and evaporated to dryness. An oil is obtained which crystallises in pentane; the solid is filtered and purified by chromatography on a silica gel column eluted with ethyl acetate. 2.4 g (7 mmol) of product are finally isolated.

Provenance & Evidence