Hydrochloric Acid → HCID 21434093, compound

Participants

Reaction Conditions

Reaction Steps

9.7 gm (about 0.037 mol) of 1-(2'-cyano-phenoxy)-2-hydroxy-3-[(1",1"-dimethyl-2"-hydroxy-ethyl)-amino]-propane, prepared as in Example 1, were dissolved in 75 ml of concentrated hydrochloric acid, the solution was heated to 45° C., and then 4.7 gm of an aqueous 30% hydrogen peroxide solution (about 0.038 H2O2) were added dropwise. A strong exothermic reaction ensued, and the temperature of the reaction mixture was kept at 65° C. by exterior cooling. After all of the peroxide had been added, the reaction solution was stirred for 30 minutes at 60°-65° C. and subsequently evaporated to dryness in vacuo. The residue was dissolved in water, the resulting solution was extracted twice with ether, and the aqueous phase was made alkaline with 2N sodium hydroxide. The oily precipitate formed thereby was taken up in ether, and the resulting solution was washed with water, dried and evaporated, leaving 9.3 gm of a solid residue which was recrystallized twice from ethyl acetate by addition of petroleum ether (40°-60° C.). 6.6 gm of the compound of the formula ##STR13## having a melting point of 102°-103° C. were obtained.

Provenance & Evidence