Methyl iodide → HCID 13024918, compound

Temperature

50 °C

Into an appropriately sized pressure bottle was placed commercially available 3-bromo-2-hydroxy-5-nitrobenzaldehyde (2.46 gm, 10.00 mmol), iodomethane (6.23 mL, 100 mmol), silver oxide (2.317 g, 10.00 mmol) and acetonitrile (50 mL). The bottle was sealed and heated with stirring at 50° C. for 2 h. The reaction mixture was filtered through celite and the filtrate concentrated to give a solid residue that was triturated with hexane, collected by filtration and dried. The resulting solid was purified by silica gel chromatography (hexane-ethylacetate) to give the title compound (1.2 g, 46%).

1. customThe bottle was sealed
2. temperatureheated
3. filtrationThe reaction mixture was filtered through celite
4. concentrationthe filtrate concentrated
5. customto give a solid residue that
6. customwas triturated with hexane
7. filtrationcollected by filtration
8. customdried
9. customThe resulting solid was purified by silica gel chromatography (hexane-ethylacetate)

ORD record

ord-ccbdfcaee0db4806b12e36b6b4234956

Source dataset

uspto-grants-2014_04

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08685991B2