Tetrabutylammonium Fluoride → HCID 86676102, compound

HRID 1402690Notes

Reaction equation

HRID 1402690 reaction equation
[F-].C([N+](CCCC)(CCCC)CCCC)CCC.[F:19][C:20]1[CH:21]=[C:22]([C:29]#[C:30][Si](C)(C)C)[CH:23]=[C:24]([F:28])[C:25]=1[O:26][CH3:27]>C1COCC1>[C:29]([C:22]1[CH:21]=[C:20]([F:19])[C:25]([O:26][CH3:27])=[C:24]([F:28])[CH:23]=1)#[CH:30]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 71237756HCID 71237756, compound

Product 1

HCID 86676102HCID 86676102, compoundYield 72.4%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent

Conditions

Temperature
25 °C

Procedure

1N tetrabutylammonium fluoride (TBAF) in THF was added to 1.71 g (3,5-Difluoro-4-methoxy-phenylethynyl)-trimethyl-silane and the mixture stirred at 25° C. overnight. The solvent was removed in vacuo and the residue purified by flash chromatography over silica eluting with 20:1 heptane:ethyl acetate to give 866 mg 5-Ethynyl-1,3-difluoro-2-methoxy-benzene in 72% yield.

Workup

  1. customThe solvent was removed in vacuo
  2. customthe residue purified by flash chromatography over silica eluting with 20:1 heptane

Sources & evidence

ORD record
ord-967565fd11a0482b9233c599fb051f5f
Source dataset
uspto-grants-2014_12
Patent number
US08912173B2

Reaction notes

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