Methanol → HCID 10366797, compound

Participants

Reaction Steps

Compound 9 (40 g, 77.5 mmol) is dissolved in 400 mL of CH2Cl2 and 1.5 g 5% platinum on charcoal is added. The reaction is shaken under 40 psi H2 for six hours until the reaction is judged complete using thin layer chromatography (1:9 methanol:chloroform). The product reacts with ninhydrin on a TLC plate to give a ruddy brown product with an Rf of 0.3. The reaction mixture is filtered through diatomaceous earth to remove the catalyst, and the resulting filtrate is evaporated under reduced pressure. The resulting semi-crystalline oil is stirred with 400 mL methanol for two hours while protected from light. The resulting light gray crystals are filtered and dried to give 10 in 90% yield.

Provenance & Evidence