Etilefrine hydrochloride

Details:

Etilefrine hydrochloride Chemical Properties
Melting point     122 °C
solubility     Freely soluble in water, soluble in ethanol (96 per cent), practically insoluble in methylene chloride
form     neat

Safety Information
RIDADR     UN 2811 6.1 / PGIII
RTECS     DO5618000

MSDS Information
Etilefrine hydrochloride Usage And Synthesis
Chemical Properties    White or almost white, crystalline powder or colourless crystals.
Originator    Circupon,Troponwerke,W. Germany
Uses    Adrenoceptor agonist.
Manufacturing Process    30 parts of 1-(3'-hydroxyphenyl)-2-(N-benzylaminomethyl)-ethan-1-one are mixed with 100 parts of pyridine and 30 parts of pivalic anhydride and dissolved while warming. After heating for 1 hour under reflux, the acylation is complete. After concentrating the reaction solution, the product is precipitated from acetone/ether. Yield: 96.4% of 1-(3'-pivaloyloxyphenyl)-2- (N-benzylaminomethyl)-ethan-1-one.
3 parts of palladium/charcoal (10% strength) are prehydrogenated in water, thereafter 10 parts of 1-(3'-pivaloyloxyphenyl)-2-(N-benzylaminoethyl)-ethan- 1-one, dissolved in a 10-fold amount of water, are added dropwise at room temperature and hydrogenation is carried out until 1 mol of hydrogen has been taken up. After filtering off the catalyst, a further 3 parts of palladium/charcoal are added and hydrogenation is carried out until a further mol of hydrogen has been taken up. The catalyst is separated off and after removal of the solvent the hydrogenation product is reprecipitated from acetone/petroleum ether and from methanol/ether until it is pure according to thin layer chromatography. Yield: 38.8% of 1-(3'-pivaloyloxyphenyl)-2- ethylaminoethanol-1 hydroxide, melting point 208°C to 209°C.
Therapeutic Function    Tranquilizer