Water → 3,4-Dichloro-5-fluoro-2-picoline

HRID 1080201

Reaction equation

HRID 1080201 reaction equation
[Cl:1][C:2]1[C:7]([F:8])=[CH:6][N:5]=[C:4]([CH3:9])[CH:3]=1.C(O[Cl:15])(C)(C)C.O>C(Cl)(Cl)Cl>[Cl:15][C:3]1[C:4]([CH3:9])=[N:5][CH:6]=[C:7]([F:8])[C:2]=1[Cl:1]

Participants

5

Conditions

Temperature
0 °C

Procedure

To 0.87 g (6 mmol) of 4-chloro-5-fluoro-2-picoline, the product of Example 66, in 20 mL of chloroform cooled to -45° C., is added 0.75 mL of t-butylhypochlorite. The reaction mixture is stirred at -45° C. for 2 hours and at 0° C. for 2 hours. The reaction mixture is then poured into water and the resultant aqueous mixture is extracted with methylene chloride. The organic solution is dried over anhydrous magnesium sulfate, filtered, concentrated under reduced pressure and distilled to afford the title compound.

Workup

  1. extractionthe resultant aqueous mixture is extracted with methylene chloride
  2. dry with materialThe organic solution is dried over anhydrous magnesium sulfate
  3. filtrationfiltered
  4. concentrationconcentrated under reduced pressure
  5. distillationdistilled

Sources & evidence

ORD record
ord-20d8845c065944d7b6c7876a6f4dfe9b
Source dataset
uspto-grants-1996_12
Patent number
US05580872

Linked notes

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