cole.grieshop

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SummaryText here.Report BodyIntroductionText here.ConclusionText here.Relevant SelectionsText here.Tables & FiguresText here.ProcedureFrom "Enantio-enriched synthesis of Escitalopram"35 mL of trifluoroacetic acid was added to a solution of (S)-25 in CH2Cl2 (1 L) and the mixture was stirred at room temperature for 4 hours. Saturated aqueous NaHCO3 (5 L) was added and the mixture was extracted in a mixer-separator with CH2Cl2 (3 L). The organic layer was stripped of water in a stripper with MgSO4 and concentrated in an evaporator at 0.5 atm and 50°C. The residue was dissolved in CH2Cl2 (1 L) and Trifluoroacetic acid (35 ml, 0.460 mmol) was added to a solution of a solution of (S)-25 (13.5 mg, 0.033 mmol) in CH2Cl2 (1 mL) and the mixture was stirred at room temperature for 4 h. Saturated aqueous NaHCO3 (5 mL) was added and the mixture was extracted with CH2Cl2 (310 mL). The combined organic phases were dried (MgSO4) and concentrated in vacuo. The residue was dissolved in CH2Cl2 (1 mL) and aqueous formaldehyde (37%, 0.02 mL, 0.753 mmol), NaBH(OAc)3 (13.9 mg, 0.066 mmol) and acetic acid (0.02 mL, 0.329 mmol) were added and the mixture was stirred at room temperature for 16 h. Saturated aqueous NaHCO3 (5 mL) was added and the mixture was diluted with H2O (5 mL) and extracted with CH2Cl2 (310 mL). The combined organic phases were dried (MgSO4) and concentrated in vacuo. The product was purified by column chromatography (95% CH2Cl2, 4% MeOH, 1% Et3N) to give the amine Escitalopram (7.6 mg, 71%) as a yellow oil;