HCID 86702450, compound → HCID 86702451, compound

Participants

Reaction Conditions

Reaction Steps

A heavy-walled flask under N2 was charged with 10 wt % platinum on carbon (3.8 g), 10 wt % palladium on carbon (50% wet, 11.3 g), Raney Ni (wet, 11.3 g), 2-methyl-1-nitro-4-(2-nitro-1-nitromethyl-ethyl)-benzene (37.7 g, 0.14 mol), and MeOH (754 mL). After attaching the flask to the hydrogenation apparatus, it was subjected to three vacuum degas-nitrogen purge cycles, followed by three nitrogen outgas-hydrogen purge cycles. The resulting suspension was stirred under 60 psi of H2 at 55-60° C. for at least 72 h. The reaction mixture was filtered through a celite pad (27 g), rinsing with methanol (760 mL). The filtrate and rinse were concentrated to dryness in vacuo to give the crude title compound as red-brown gum (24 g, 96% yield). This material was used without further purification.

Provenance & Evidence