Acetic Acid → HCID 22343609, compound

Temperature

62.5 °C

1-Chloro-2,3-difluoro-5-nitrobenzene (3 g, 15.6 mmol) was added to acetic acid (10 mL) and methanol (250 mL). To this mixture was added iron powder (3.0 g) in portions, stirred for 2 h at 60-65° C., cooled to room temperature, and filtered. The filterate was stripped to a brown solid, which was extracted with ethyl acetate (3×200 mL), washed with 1N NaOH (3×100 mL), and brine (2×100 mL). The organic layer was dried over anhydrous magnesium sulfate, filtered and stripped down to yield the product as a pale yellow solid (2.6 g). Yield 100%; 1H NMR (400 MHz, CDCl3): δ 6.41 (m, 2 H), 3.65 (br s, 2 H) ppm.

1. temperaturecooled to room temperature
2. filtrationfiltered
3. extractionwas extracted with ethyl acetate (3×200 mL)
4. washwashed with 1N NaOH (3×100 mL), and brine (2×100 mL)
5. dry with materialThe organic layer was dried over anhydrous magnesium sulfate
6. filtrationfiltered

ORD record

ord-5da94ca30e894b41b3b445cd1e297ff0

Source dataset

uspto-grants-2015_10

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US09156860B2