Water → HCID 178435492, compound

Participants

Reaction Steps

To a solution of methyl pheophorbide-a (100 mg, 0.17 mmol) in DMF (15 mL) was added distilled water (18 L, 1.0 mmol, 6 equiv.) and NaCl (10 mg, 0.18 mmol, 1 equiv.). 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 40 min the reaction was shown to have reached 99.6% completion by HPLC peak area and a faint baseline spot on TLC (5% acetone/methylene chloride). The solution was cooled to room temperature after 60 min of reflux and solvent removed under reduced pressure. The residue was precipitated from methylene chloride-methanol to give methyl pyropheophorbide-a (60 mg, 67%).

Provenance & Evidence