Sodium Hydroxide → HCID 86733814, compound

Participants

Reaction Steps

A solution of (2S)-4-benzyl-2-(2-ethoxyanilino)methylmorpholine dihydrochloride (5 g.) in a mixture of ethanol (50 ml.) and water (5 ml.) is shaken in an atmosphere of hydrogen with palladium on carbon catalyst (0.5 g. 5%) until no more hydrogen is absorbed. The catalyst is removed by filtration and the filtrate is evaporated under reduced pressure when (2S)-2-(2-ethoxyanilino)methylmorpholine dihydrochloride (3.7 g.) is obtained as a hydroscopic solid. The dihydrochloride is dissolved in water (100 ml.), the solution is basified with sodium hydroxide solution and extracted with ether (2 × 100 ml.). The ethereal extract is dried (Na2SO4), filtered and the filtrate is then carefully titrated with an ethereal solution of hydrogen chlroide to give (2S)-2-(2-ethoxyanilino)methylmorpholine hydrochloride, m.p. 158°-159°C. on recrystallisation from ethanol [α]D28 - 2.2° (c,4 in methanol).

Provenance & Evidence