Dibenzylamine → (S)-1-chloro-3-(dibenzylamino)propan-2-ol

Participants

Reaction Conditions

Reaction Steps

Dibenzylamine (39.4 g, 0.20 mol) and zinc chloride (81.6 g, 0.6 mol) were added to 200 mL dimethyl sulfoxide. The mixture was stirred at 25° C. for 30 minutes. (S)-epichlorohydrin (37.2 g, 0.4 mol) was then added and reacted at 120° C. for 8 hours. The mixture was filtered and water was added to the filtrate. The filtrate was extracted with ethyl acetate for 3 times, and then the organic phases were combined, the solvent was evaporated to provide 53 g of colorless oil with 92% yield. HPLC: 99.0%.

Provenance & Evidence