HCID 86702453, compound → HCID 86702454, compound

A pressure flask was charged with 2-methyl-4-nitro-1-(2-nitro-1-nitromethyl-ethyl)-benzene (29.6 g, 0.11 mol), 10 wt % platinum on carbon (3.0 g), 10 wt % palladium on carbon (9.0 g, 50 wt % water), Raney nickel (9.0 g, wet), and methanol (740 mL) under a nitrogen blanket. 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 vigorously stirred suspension was held under 60 psi hydrogen pressure at 55-60° C. for at least 72 h. The reaction mixture was filtered through a celite pad (15 g) rinsing with methanol (600 mL). The filtrate was concentrated to dryness under reduced pressure to give the crude title compound as a red-brown gum (20 g, 100% yield).

1. customdegas-nitrogen
2. custompurge cycles
3. custompurge cycles
4. waitThe vigorously stirred suspension was held under 60 psi hydrogen pressure at 55-60° C. for at least 72 h
5. filtrationThe reaction mixture was filtered through a celite pad (15 g)
6. washrinsing with methanol (600 mL)
7. concentrationThe filtrate was concentrated to dryness under reduced pressure

ORD record

ord-3433354448954a9bab2fb5684791cf4a

Source dataset

uspto-grants-2016_06

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09365575B2