Benzene → 2-Aminopropyl-5-(naphthalen-1-yl)-1,3-dioxane hydrochloride

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Reaction Steps

Sufficient ethereal hydrogen chloride is added to 4 g (25 mmol) of 4,4-diethoxybutylamine in 500 ml of benzene to precipitate all the hydrochloride. 4 g (20 mmol) of 2-(naphthalen-1-yl)propane-1,3-diol in 200 ml of benzene and 100 mg of paratoluenesulphonic acid are then added, and the mixture is evaporated to dryness in a bath at 100° C. A further 700 ml of benzene are added, the mixture is evaporated under the same conditions, and the residue is then placed in vacuo at 100 C for 4 h. It is recrystallised in diethyl ether, dried at 60° C., recrystallised twice in ethanol, treating it with vegetable charcoal during the first recrystallisation, washed with diethyl ether and dried at 80° C. 3.2 g (10.4 mmol) of product are obtained.

Provenance & Evidence