7712-50-7

Myrtecaine,Chemical Land21

60 g (1.5 mol) of powdered sodium amide are put in suspension in 800 ml of toluene. The mixture is heated to 60°C and 166 g of homomyrtenol (1 mol) are added little by little. The reaction is continued for several hours until the homomyrtenol is entirely converted into sodium derivative. It is allowed to stand and the excess amide is filtered. The reaction is followed by titration on a sample of the decanted liquid after having removed the ammonia.
Added to the solution of the sodium derivative of the terpenic alcohol (1 mol) is a toluenic solution of 138 g (1.02 mol) diethylaminochloroethane in toluene. This mixture is refluxed in a nitrogen atmosphere for 12 hours. A precipitate of sodium chloride is formed which is dissolved in water. Two modes of extraction of the base myrtecaine are possible:
A) The toluenic solution is extracted with two times 200 ml of concentrated hydrochloric acid diluted to 20%. ln this way there is obtained an aqueous solution of the hydrochloride, when the required amino base is salted out by addition of potassium carbonate. The amino ether-oxide is finally rectified under a vacuum. The fraction boiling between 135° and 140°C under 2 to 3 mm is collected; nD20 = 1.477.
B) The toluenic solution is dried on potassium carbonate and then rectified. There is collected the toluene, then between 120° and 130°C under 2 mm the homomyrtenol which has not reacted, and then between 130° and 145°C a fraction which is again fractionated. The pure product is collected at 135°- 140°C/2-3mm Hg.

Local anesthetic, Spasmolytic