Potassium vinyltrifluoroborate → HCID 89619523, compound

HRID 1502061Notes

Reaction equation

HRID 1502061 reaction equation
FC(F)(F)S(O[C:7]1[CH:15]=[CH:14][C:10]2=[N:11][O:12][N:13]=[C:9]2[C:8]=1[CH3:16])(=O)=O.[CH:19]([B-](F)(F)F)=[CH2:20].[K+]>CCO>[CH:19]([C:7]1[CH:15]=[CH:14][C:10]2=[N:11][O:12][N:13]=[C:9]2[C:8]=1[CH3:16])=[CH2:20]

Participants

4

Reactant 2

HCID 23679353Potassium vinyltrifluoroborateHCID 89619101HCID 89619101, compound

Product 1

HCID 89619523HCID 89619523, compound

Reagents, catalysts & solvents 1

HCID 702EthanolSolvent

Procedure

The mixture of 4-methyl-2,1,3-benzoxadiazol-5-yl trifluoromethanesulfonate (3.90 g, 13.8 mmol), potassium vinyltrifluoroborate (2.22 g, 16.6 mmol) and Pd (dppf)2Cl2 (0.5 g) in 50 mL of EtOH and 15 mL of TEA was refluxed under Ar for 4 hours. Concentrated, the residue was purified by silica column chromatography (PE:EtOAc=20:1) to afford 5-ethenyl-4-methyl-2,1,3-benzoxadiazole.

Workup

  1. temperaturewas refluxed under Ar for 4 hours
  2. concentrationConcentrated
  3. customthe residue was purified by silica column chromatography (PE:EtOAc=20:1)

Sources & evidence

ORD record
ord-09c88912ebdd4389b530b6b0e428ab75
Source dataset
uspto-grants-2015_12
Patent number
US09206199B2

Reaction notes

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