HCID 178435494, compound → HCID 178435492, compound

Participants

Reaction Steps

To a solution of methyl pheophorbide-a (25 g, 42.5 mmol) in 2,6-lutidine (1 L) was added distilled water (10 mL, 556 mmol, 13 equiv., 1% v/v) and the mixture was refluxed under argon with stirring. The reaction was monitored by HPLC (hexane-acetone, 90:10-mobile phase, LiChrospherCN-column, detection at 425 and 410 nm). After 100 min. of reflux, the HPLC of reaction aliquots showed 99.7% of completion. The solution was cooled to room temperature after 120 min of reflux and solvent removed under reduced pressure. Hexane (100 mL) was added and the solid was collected by filtration and rinsed with hexane to remove any traces of 2,6-lutidine. The solid was then precipitated from methylene chloride-methanol to give methyl pyropheophorbide-a (20.3 g, 91%).

Provenance & Evidence