Methane → HCID 58505055, compound

Participants

Reaction Steps

A solution of Intermediate 110 (0.38 mmol) in methanol (9 mL) was treated with iron (III) chloride hexahydrate (10 mg) and decolorizing charcoal (100 mg). While the mixture was being heated to reflux, hydrazine monohydrate (1.0 mL) was added dropwise via syringe. After two hours of heating at reflux, the mixture was allowed to cool and was filtered through a pad of Celite diatomaceous earth. The filtrate was concentrated to dryness under reduced pressure and the residue was purified via automated flash silica gel chromatography, using a 12 g Silicycle SiliSep flash column (dichloromethane/methanol/ammonium hydroxide). Concentration of the desired fractions under reduced pressure provided the title compound (0.14 g, 56%) as a black foam. ES/MS calcd. for C36H56N3O6Si+ 654.4. Found m/z=654.5 (M+H)+.

Provenance & Evidence