Sodium Nitrite → HCID 59233285, compound

Temperature

50 °C

To a solution of compound 10E (1.40 g, 4.08 mmol) in HOAc/HCl (50/5 mL) was added iron power (2.2 g, 40 mmol). The reaction mixture was stirred at 50° C. for 30 minutes, then cooled to room temperature and filtered. A solution of NaNO2 (0.35 g, 5 mmol) in water (2 mL) was then added drop wise into above acid solution at 0° C. The reaction solution was stirred for one hour and concentrated to dryness under reduced pressure. The resulting residue was sonicated in ethyl acetate/NaHCO3 solution and the precipitate was filtered off and rinsed thoroughly with ethyl acetate. The organic solution was separated and dried with MgSO4, filtered and concentrated to give 1.2 g of desired product (10F). ESI-MS:m/z 323.9 (M+H)+.

1. temperaturecooled to room temperature
2. filtrationfiltered
3. stirringThe reaction solution was stirred for one hour
4. concentrationconcentrated to dryness under reduced pressure
5. customThe resulting residue was sonicated in ethyl acetate/NaHCO3 solution
6. filtrationthe precipitate was filtered off
7. washrinsed thoroughly with ethyl acetate
8. customThe organic solution was separated
9. dry with materialdried with MgSO4
10. filtrationfiltered
11. concentrationconcentrated

ORD record

ord-086a0f01663840d384e087911bed668e

Source dataset

uspto-grants-2012_05

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08178534B2