Sodium Iodide → HCID 10273678, Verbindung

Temperatur

20 °C

To a stirred solution of 2,6-dibromo-3-methyl-4-nitrophenol (2 g, 6.43 mmol) in CH2Cl2 (20 mL) at 0° C. was added Et3N (1.34 mL, 9.5 mmol) followed by dropwise addition of Tf2O (1.2 mL, 7 mmol). After warming to 20° C. and stirring 2 hr, the reaction was quenched with H2O . The organic layer was washed 1× with H2O and brine before drying over MgSO4. Without further purification, the resulting black oil, obtained after removal of the volatiles under vacuum, along with NaI (2 g, 13 mmol) was heated at 100° C. in DMF (15 mL) for 16 hr. Upon cooling, the reaction was diluted with Et2O, washed 2× with H2O and once with brine. After drying over MgSO4, the residue, obtained after removal of the volatiles under vacuum, was chromatographed on silica gel using 2-5% EtOAc/hexane as an eluent to yield 1.38 g of 3,5-dibromo-4-iodo-2-methylnitrobenzene (50%) as an off-white solid.

1. customthe reaction was quenched with H2O
2. washThe organic layer was washed 1× with H2O and brine
3. dry with materialbefore drying over MgSO4
4. customWithout further purification
5. customthe resulting black oil, obtained
6. customafter removal of the volatiles under vacuum
7. temperatureUpon cooling
8. washwashed 2× with H2O
9. dry with materialAfter drying over MgSO4
10. customthe residue, obtained
11. customafter removal of the volatiles under vacuum
12. customwas chromatographed on silica gel using 2-5% EtOAc/hexane as an eluent

ORD-Eintrag

ord-2902e5b18dd948aabf261ca2d5cf4812

Quelldatensatz

uspto-grants-2008_03

DOI

10.6084/m9.figshare.5104873.v1

Patentnummer

US07342127B2