Water → (S)-ibuprofen N-octyl-D-glucamine salt

Participants

Reaction Conditions

Reaction Steps

Racemic ibuprofen (18.03 g, 87.4 mmol), N-octyl-D-glucamine (12.12 g, 41.3 mmol), triethylamine (8.6 g, 88 mmol), water (0.5 mL), and toluene (150 mL) were heated to 80° C., forming a clear solution. The solution was cooled slowly to 25° C. The resulting crystalline precipitate was recovered by filtration, washed with toluene, and dried to give (S)-ibuprofen N-octyl-D-glucamine salt (18.0 g, 82.4% yield, 86.4% ee).

Provenance & Evidence