Tetrabutylammonium Fluoride → HCID 71239570, compound

HRID 1403205Notes

Reaction equation

HRID 1403205 reaction equation
CCCC[N+](CCCC)(CCCC)CCCC.[F-].[CH3:19][O:20][C:21]1[CH:22]=[C:23]([C:33]([N:35]2[CH2:40][CH2:39][N:38]([CH3:41])[CH2:37][CH2:36]2)=[O:34])[CH:24]=[CH:25][C:26]=1[C:27]#[C:28][Si](C)(C)C>C1COCC1>[C:27]([C:26]1[CH:25]=[CH:24][C:23]([C:33]([N:35]2[CH2:36][CH2:37][N:38]([CH3:41])[CH2:39][CH2:40]2)=[O:34])=[CH:22][C:21]=1[O:20][CH3:19])#[CH:28]

Participants

4

Reactant 2

HCID 2724141Tetrabutylammonium FluorideHCID 71239697HCID 71239697, compound

Product 1

HCID 71239570HCID 71239570, compoundYield 75%

Reagents, catalysts & solvents 1

HCID 8028TetrahydrofuranSolvent2×

Procedure

1M TBAF in THF (1.43 mL, 1.05 mmol) was added to a solution of {3-methoxy-4-[(trimethylsilyl)ethynyl]phenyl}(4-methylpiperazin-1-yl)methanone (0.450 g, 1.36 mmol) in dry THF (7 mL) and the mixture was stirred at room temperature for 2 h. The solvent was evaporated and the residue taken up with EtOAc (30 mL), washed with brine, dried over sodium sulfate and evaporated to afford the title compound (0.263 g, 75%).

Workup

  1. customThe solvent was evaporated
  2. washwashed with brine
  3. dry with materialdried over sodium sulfate
  4. customevaporated

Sources & evidence

ORD record
ord-860efe7cc3024e1fa7477bec64cea292
Source dataset
uspto-grants-2014_12
Patent number
US08912200B2

Reaction notes

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