Methyl iodide → 3-(3-Chloro-5-fluorophenyl)-1-methylpyrrolidin-3-ol

Participants

Reaction Steps

Preparation according to Example 34: (+)-1-benzyl-3-(3-chloro-5-fluorophenyl)-pyrrolidin-3-ol (0.1 g, 0.33 mmol) and iodomethane (1 mL, 15.9 mmol), dimethyl formamid (2 mL), morpholine (2 mL). Purification by flash chromatography on silica gel (ethyl acetate/methanol, 1:0 to 1:1). Yield: 0.05 g. [α]D=+21° (methanol). The amine was converted to the oxalic acid salt and recrystallized from ethanol/diethyl ether/diisopropyl ether: M.p. 114-115° C.; MS m/z (relative intensity, 70 eV) 229 (M+, 7), 129 (9), 109 (7), 58 (30), 57 (bp).

Provenance & Evidence