Water → 3-Bromoisonicotinic acid

12.9 g (75 mmole) of 3-bromo-4-picoline was added to a purple solution of 23.7 g (0.15 mole) of potassium permanganate in 600 mL of water. This mixture was vigorously stirred 36 hrs. at 45° C. The resulting black solid was filtered and washed with 4×50 mL of hot water. The filtrate was concentrated to ~50 mL. A viscous liquid with black solid resulted. This was filtered through celite, which was washed with 3×20 mL of water. 150 mL of ice cold 2N hydrochloric acid was added. The resulting voluminous white precipitate was filtered and the solid was dried in vacuo to give 3-bromoisonicotinic acid as white powder.

1. customat 45° C
2. filtrationThe resulting black solid was filtered
3. washwashed with 4×50 mL of hot water
4. concentrationThe filtrate was concentrated to ~50 mL
5. customA viscous liquid with black solid resulted
6. filtrationThis was filtered through celite, which
7. washwas washed with 3×20 mL of water
8. addition150 mL of ice cold 2N hydrochloric acid was added
9. filtrationThe resulting voluminous white precipitate was filtered
10. customthe solid was dried in vacuo

ORD record

ord-4c8a0d5eb2b54cf3a4f2f419da0c7e39

Source dataset

uspto-grants-1994_03

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US05294610