Oxalic Acid → (+)-1-Allyl-3-(2,3-difluorophenyl)pyrrolidin-3-OL

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Reaction Steps

Preparation according to Example 51. Enantiomer E1 of 3-(2,3-difluorophenyl)-pyrrolidin-3-ol (0.15 g, 0.75 mmol), acetonitrile (6 mL), potassium carbonate (0.208 g, 1.5 mmol) allyl bromide (0.065 mL, 0.76 mmol). Flash chromatography on silica gel (Ethyl acetate/methanol, 10:1). Yield 0.1 g. [α]D=+23.4°; The amine was converted to the oxalic acid salt and recrystallized from ethanol/diethyl ether/diisopropyl ether; M.p. 119-120° C.; MS m/z (relative intensity, 70 eV) 239 (M+, 13), 83 (bp), 141 (41), 82 (39), 198 (35), 84 (32).

Provenance & Evidence