Methane → 2-Chloro-6-methylpyridin-3-ol

5-Hydroxy-2-methylpyridine (1-014-01) (27.01 g) was dissolved in conc. hydrochloric acid (200 mL) and to the reaction mixture was bubbled chlorine gas at 68 to 74° C. After the reaction mixture was stood overnight, the volatile was removed by bubbling nitrogen gas. The reaction mixture was evaporated under reduced pressure to give the crystal residue. The crystal residue was dissolved in methanol, and treated with active charcoal. After recrystallization, the desired 2-chloro-3-hyroxy-6-methylpyridine (1-014-02) (23.96 g, 67.3%) was obtained.

1. customwas bubbled chlorine gas at 68 to 74° C
2. customthe volatile was removed
3. customby bubbling nitrogen gas
4. customThe reaction mixture was evaporated under reduced pressure
5. customto give the crystal residue
6. customAfter recrystallization

ORD record

ord-604e928b5fc24605bec02905ecf4fae1

Source dataset

uspto-grants-2012_01

DOI

10.6084/m9.figshare.5104873.v1

Patent number

US08088924B2