Nitric Acid → 2,3,6-Trifluoro-5-nitropyridine

Temperature

60 °C

To neat 2,3,6-trifluoropyridine (12.0 g, 90 mmol) was slowly added fuming HNO3 (142 g, 2254 mmol) and H2SO4 (133 g, 1353 mmol) slow enough to keep the internal temperature below 40° C. Upon completion of the addition, the resulting solution was heated to 60° C. for 30 minutes, and then cooled to 0° C. Ice water (21) was added, and the reaction was extracted with hexanes (2×300 ml) and then DCM (1×300 ml). The combined organic fractions were dried over Na2SO4, filtered, and concentrated to give the title compound (8.1 g, 50%), which was used without further purification.

1. customthe internal temperature below 40° C
2. additionUpon completion of the addition
3. temperaturecooled to 0° C
4. extractionthe reaction was extracted with hexanes (2×300 ml)
5. dry with materialThe combined organic fractions were dried over Na2SO4
6. filtrationfiltered
7. concentrationconcentrated

ORD record

ord-ed0aeded56d3475ab8de8a692fd89fcf

Source dataset

uspto-grants-2012_12

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08324252B2