Potassium butoxide → HCID 15255280, compound

HRID 1378424Notes

Reaction equation

HRID 1378424 reaction equation
F[C:2]1[CH:7]=[CH:6][C:5]([C:8]([F:11])([F:10])[F:9])=[CH:4][C:3]=1[C:12]([NH:15][C:16]1[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=1)=[N:13][OH:14].[O-]CCCC.[K+]>C1COCC1.O.C(OCC)(=O)C>[F:9][C:8]([F:11])([F:10])[C:5]1[CH:6]=[CH:7][C:2]2[O:14][N:13]=[C:12]([NH:15][C:16]3[CH:21]=[CH:20][N:19]=[CH:18][CH:17]=3)[C:3]=2[CH:4]=1

Participants

6

Reactant 2

HCID 23699084Potassium butoxideHCID 178526367HCID 178526367, compound

Product 1

HCID 15255280HCID 15255280, compoundYield 70%

Reagents, catalysts & solvents 3

HCID 962WaterSolventHCID 8028TetrahydrofuranSolventHCID 8857Ethyl AcetateSolvent

Procedure

Synanti 2-fluoro-5-trifluoromethylphenyl-4-pyridinylamino methanone oxime (10.7 g, 35.8 mmol) was dissolved in THF (400 mL) and potassium butoxide (4.4 g, 1.1 eq) was added in one portion. The reaction was stirred for 6 hours at room temperature under nitrogen. The reaction was diluted with water and ethyl acetate. The organic layer was collected and washed with water and brine, dried over anhydrous magnesium sulfate, filtered and concentrated under vacuum. Trituration with ethyl acetate provided the title compound (7.0 g, 70%). The title compound is recrystallized from methanol, mp >280° C.

Workup

  1. customThe organic layer was collected
  2. washwashed with water and brine
  3. dry with materialdried over anhydrous magnesium sulfate
  4. filtrationfiltered
  5. concentrationconcentrated under vacuum

Sources & evidence

ORD record
ord-68b9f67defbe4c6786713659e3b9f891
Source dataset
uspto-grants-1997_09
Patent number
US05668154

Reaction notes

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