Water → HCID 178427866, compound

HRID 2205279Notes

Reaction equation

HRID 2205279 reaction equation
Cl[C:2]1[C:7]([CH3:8])=[CH:6][C:5]([F:9])=[CH:4][N:3]=1.[OH2:10]>Cl>[F:9][C:5]1[CH:6]=[C:7]([CH3:8])[C:2]([OH:10])=[N:3][CH:4]=1

Participants

4

Reactant 2

HCID 962WaterHCID 128520142-Chloro-5-fluoro-3-methylpyridine

Product 1

HCID 178427866HCID 178427866, compound

Reagents, catalysts & solvents 1

HCID 313Hydrochloric AcidSolvent

Conditions

Temperature
150 °C

Procedure

2-chloro-5-fluoro-3-methylpyridine (1 g, 6.870 mmol) is dissolved in hydrochloric acid (37%, 20 mL) and the reaction is heated under microwave irradiation at 150° C. for 15 h. The mixture is diluted with water and washed with DCM. The aqueous layer is basified with NaOH and re-extracted with DCM several times. The organic layer is separated, dried and evaporated to furnish 5-fluoro-3-methyl-pyridin-2-ol (140 mg, content 74%, 12%).

Workup

  1. washwashed with DCM
  2. extractionre-extracted with DCM several times
  3. customThe organic layer is separated
  4. customdried
  5. customevaporated

Sources & evidence

ORD record
ord-c27caa5df5944d479b33c2d6a7cb0ee9
Source dataset
uspto-grants-2016_06
Patent number
US09371282B2

Reaction notes

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