Tetrabutylammonium Fluoride → HCID 86686338, compound

HRID 1043905Notes

Reaction equation

HRID 1043905 reaction equation
[Br:1][C:2]1[C:3]([CH2:10]Br)=[N:4][C:5]([CH3:9])=[CH:6][C:7]=1[CH3:8].CCCC[N+](CCCC)(CCCC)CCCC.[F-:29]>>[Br:1][C:2]1[C:3]([CH2:10][F:29])=[N:4][C:5]([CH3:9])=[CH:6][C:7]=1[CH3:8]

Participants

3

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 86686337HCID 86686337, compound

Product 1

HCID 86686338HCID 86686338, compound

Procedure

A mixture of 3-bromo-2-(bromomethyl)-4,6-dimethylpyridine (1.00 g) and TBAF (17.9 mL, 1 M solution in THF) was stirred at room temperature for two hours. The reaction mixture was concentrated under reduced pressure, and the residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 0% to 30%) to give the title compound (651 mg).

Workup

  1. concentrationThe reaction mixture was concentrated under reduced pressure
  2. customthe residue was purified by silica gel column chromatography (ethyl acetate/n-heptane, 0% to 30%)

Sources & evidence

ORD record
ord-641ade8db95e44018bf6e263c49f7f37
Source dataset
uspto-grants-2013_10
Patent number
US08563565B2

Reaction notes

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