L-Tartaric acid → HCID 86748411, compound

Participants

Reaction Conditions

Reaction Steps

(±)-N,N-Diisopropyl-3-(2-hydroxyphenyl)-3-phenylpropylamine (31.1 g, 0.10 mol) is dissolved in 300 ml of ethanol. A solution of L(+)-tartaric acid (15.0 g, 0.10 mol) in 400 ml of ethanol is added. The mixture is heated a few minutes in a boiling water bath and seeded with crystals obtained by cooling and scratching a small sample of the main solution. The mixture is chilled at about 4° C. over-night whereupon the crystalline precipitate is filtered off, washed with cold ethanol and recrystallized repeatedly from ethanol. The pure (-)-N,N-diisopropyl-3-(2-hydroxyphenyl)-3-phenylpropylamine hydrogen L-(+)-tartrate thus obtained has [α]D20 -10.6° (c=5% in methanol). The free amine is obtained by alkalisation of an aqueous solution, extraction into ether, drying and evaporation of the solvent. Sticky oil, [α]D20 -5.4° (c=5% in methanol).

Provenance & Evidence