Nitric Acid → HCID 68986110, compound

Temperature

5 °C

Nitric acid (16.00 mL, 322 mmol) was cooled to −15° C. and treated portion-wise with 2-bromo-4-fluorophenylacetic acid (10.00 g, 42.9 mmol) maintaining an internal temperature of −10° C. to −5° C. Once the addition was complete the mixture was warmed to 5° C. over −15 minutes, poured onto ice (200 mL), stirred vigorously until all of the ice melted, and then filtered and rinsed with water. The resulting solid was dissolved in EtOAc, washed with brine, dried (MgSO4) and concentrated to dryness to afford 2-(2-bromo-4-fluoro-5-nitrophenyl)acetic acid (10.93 g, 92% yield) as a bright yellow solid. 1H NMR (400 MHz, DMSO-d6): δ 8.29 (d, 1H), 8.04 (d, 1H), 3.85 (s, 2H).

1. temperaturemaintaining an internal temperature of −10° C. to −5° C
2. additionOnce the addition
3. additionpoured onto ice (200 mL)
4. filtrationfiltered
5. washrinsed with water
6. dissolutionThe resulting solid was dissolved in EtOAc
7. washwashed with brine
8. dry with materialdried (MgSO4)
9. concentrationconcentrated to dryness

ORD record

ord-58a11badd8bc4f08890766da0bf72d68

Source dataset

uspto-grants-2015_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08940756B2