Hydrochloric Acid → Atomoxetine related compound C

Participants

Reaction Steps

Under stirring, while maintaining the temperature between about 15° and about 25° C. with an ice-water bath, 14.25 g of 36 percent aqueous hydrogen chloride are dropped on the filtered organic phase. 4-ATM Hydrochloride (mw 291.82) crystallizes in bulk, and 40 ml of n-butyl acetate are added to allow stirring. The resulting suspension is stirred at about 20° C. for 1 hour, the solid is collected by filtration, washed twice with 40 ml of n-butyl acetate, and dried for 18 hours under vacuum at about 50° to about 60° C., yielding 23.5 g of product, having a melting point of about 164° to about 167° C., for a 33 percent yield, based on the N-methyl-3-hydroxy-3-phenylpropylamine starting material. The 4-ATM HCl is found by chiral HPLC as a mixture of enantiomers, with a relative ratio of 58:42.

Provenance & Evidence